3-(((13S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-6-ylidene)amino)-2-iminothiazolidin-4-one

ID: ALA3249711

Chembl Id: CHEMBL3249711

PubChem CID: 90673925

Max Phase: Preclinical

Molecular Formula: C21H25N3O3S

Molecular Weight: 399.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@@H]3c4ccc(O)cc4/C(=N\N4C(=N)SCC4=O)C[C@H]3[C@@H]1CC[C@@H]2O

Standard InChI:  InChI=1S/C21H25N3O3S/c1-21-7-6-13-12-3-2-11(25)8-15(12)17(23-24-19(27)10-28-20(24)22)9-14(13)16(21)4-5-18(21)26/h2-3,8,13-14,16,18,22,25-26H,4-7,9-10H2,1H3/b22-20?,23-17-/t13-,14-,16+,18+,21+/m1/s1

Standard InChI Key:  PKCKNJXHPDUORF-NAQMANCOSA-N

Alternative Forms

1. Parent:

   

   ALA3249711

   3-[(Z)-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-8,9,11,12,14,15,16,17-octahydro-7H-cyclopenta[a]phenanthren-6-ylidene]amino]-2-imino-1,3-thiazolidin-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 399.52

Molecular Weight (Monoisotopic): 399.1617

AlogP: 3.28

#Rotatable Bonds: 1

Polar Surface Area: 96.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.44

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: 1.26

References

1. Clark ER, Omar AM, Prestwich G..  (1977)  Potential steroidal antiestrogens.,  20  (8): [PMID:894681] [10.1021/jm00218a022]

Source

Source(1):

• Scientific Literature