methyl 1-{2-[({1-acetyl-1-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ylidene}amino)oxy]acetyl}-4-hydroxypyrrolidine-2-carboxylate



Compound IDCDAMM00214
Common namemethyl 1-{2-[({1-acetyl-1-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-ylidene}amino)oxy]acetyl}-4-hydroxypyrrolidine-2-carboxylate
IUPAC namemethyl 1-[2-[(17-acetyl-17-hydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-ylidene)amino]oxyacetyl]-4-hydroxypyrrolidine-2-carboxylate
Molecular formulaC29H42N2O7

Experimental data

Retention time40.31
Adduct[M+NH4]+
Actual mz548.332
Theoretical mz548.333
Error1.49
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score5.5143

Identifiers and class information

Inchi keyCJKRIXOGACCXAJ-UHFFFAOYSA-N
SmilesCC(=O)C1(CCC2C1(CCC3C2CCC4=CC(=NOCC(=O)N5CC(CC5C(=O)OC)O)CCC34C)C)O
SuperclassLipids and lipid-like molecules
ClassSteroids and steroid derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)0
Number of non-conjugated amine groups (#amine)0
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)0
Number of non-conjugated amide groups (#amide)1
Number of rotatable bonds (#rotor)8
Number of reactive functional groups (#rtvFG)1
Predicted central nervous system activity (CNS)-2
Molecular weight (mol_MW)530.66
Computed dipole moment(dipole)5.002
Total solvent accessible surface area (SASA)884.075
Hydrophobic component of SASA (FOSA)657.786
Hydrophilic component of SASA (FISA)199.677
Pie component of the SASA (PISA)26.612
Weakly polar component of the SASA (WPSA)0
Total solvent accesible volume (volume)1651.03
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)12.15
Free energy of solvation of dipole (dip^2/V)0.0151535
Index of cohesive interaction in solids (ACxDN^.5/SA)0.0194358
Globularity descriptor (glob)0.764151
Predicted polarizability in cubic angstroms (QPpolrz)55.037
Predicted hexadecane/gas partition coefficient (QPlogPC16)15.836
Predicted octanol/gas partition coefficient (QPlogPoct)27.872
Predicted water/gas partition coefficient (QPlogPw)18.041
Predicted octanol/water partition coefficient (QPlogPo/w)2.435
Predicted aqueous solubility (QPlogS)-5.765
Conformation-independent predicted aqueous solubility (CIQPlogS)-4.601
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-4.101
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)86.805
Predicted brain/blood partition coefficient (QPlogBB)-2.198
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)52.98
Predicted skin permeability, log Kp (QPlogKp)-4.338
PM3 calculated ionization potential (IP(ev))9.265
PM3 calculated electron affinity (EA(eV))-0.015
Number of likely metabolic reactions (#metab)6
Prediction of binding to human serum albumin (QPlogKhsa)-0.027
Predicted qualitative human oral absorption (HumanOralAbsorption)2
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)62.943
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)20.581
Van der Waals surface area (PSA)144.653
Number of nitrogen and oxygen atoms (#NandO)9
Number of violations of Lipinski’s rule of five (RuleOfFive)1
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P08235NR3C2Mineralocorticoid receptorT72168SEA
P04150NR3C1Glucocorticoid receptorT40016SEA
P08185SERPINA6Corticosteroid binding globulinT88452SEA
P11511CYP19A1Cytochrome P450 19A1T13260SEA
P11413G6PDGlucose-6-phosphate 1-dehydrogenaseT63484SEA
P05093CYP17A1Cytochrome P450 17A1T89041SEA
P05231IL6Interleukin-6T32578SEA
O75751EMTHOrganic cation transporter 3T55948SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T72168DI0018Adrenocortical insufficiency[ICD-11: 5A74]P08235NR3C2
T72168DI0083Chronic kidney disease[ICD-11: GB61]P08235NR3C2
T72168DI0100Contraceptive management[ICD-11: QA21]P08235NR3C2
T72168DI0175Heart failure[ICD-11: BD10-BD1Z]P08235NR3C2
T72168DI0190Hypertension[ICD-11: BA00-BA04]P08235NR3C2
T72168DI0194Hypo-osmolality/hyponatraemia[ICD-11: 5C72]P08235NR3C2
T40016DI0016Adaptive immunity immunodeficiency[ICD-11: 4A01]P04150NR3C1
T40016DI0022Allergic/hypersensitivity disorder[ICD-11: 4A80-4A8Z]P04150NR3C1
T40016DI0037Asthma[ICD-11: CA23]P04150NR3C1
T40016DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P04150NR3C1
T40016DI0108Cushing syndrome[ICD-11: 5A70]P04150NR3C1
T40016DI0280Muscular dystrophy[ICD-11: 8C70]P04150NR3C1
T40016DI0314Oesophagitis[ICD-11: DA24]P04150NR3C1
T40016DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P04150NR3C1
T40016DI0366Rheumatoid arthritis[ICD-11: FA20]P04150NR3C1
T40016DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P04150NR3C1
T40016DI0432Vasomotor/allergic rhinitis[ICD-11: CA08]P04150NR3C1
T88452DI0037Asthma[ICD-11: CA23]P08185SERPINA6
T88452DI0339Postoperative inflammation[ICD-11: 1A00-CA43]P08185SERPINA6
T88452DI0362Respiratory system disease[ICD-11: CB40-CB7Z]P08185SERPINA6
T13260DI0062Breast cancer[ICD-11: 2C60-2C6Y]P11511CYP19A1
T13260DI0108Cushing syndrome[ICD-11: 5A70]P11511CYP19A1
T63484DI0086Chronic obstructive pulmonary disease[ICD-11: CA22]P11413G6PD
T89041DI0346Prostate cancer[ICD-11: 2C82]P05093CYP17A1
T32578DI0028Anemia[ICD-11: 3A00-3A9Z]P05231IL6

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