13-((13S,15R,17S)-3,17-Dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-15-yl)-tridecanoic acid butyl-methyl-amide

ID: ALA1628200

PubChem CID: 53323364

Max Phase: Preclinical

Molecular Formula: C36H59NO3

Molecular Weight: 553.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(C)C(=O)CCCCCCCCCCCC[C@@H]1C[C@H](O)[C@@]2(C)CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@H]12

Standard InChI:  InChI=1S/C36H59NO3/c1-4-5-24-37(3)34(40)17-15-13-11-9-7-6-8-10-12-14-16-28-26-33(39)36(2)23-22-31-30-21-19-29(38)25-27(30)18-20-32(31)35(28)36/h19,21,25,28,31-33,35,38-39H,4-18,20,22-24,26H2,1-3H3/t28-,31-,32-,33+,35+,36-/m1/s1

Standard InChI Key:  LCJHSLUCGSOKCZ-BXOIXYMPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1628200

   N-butyl-13-[(8R,9S,13S,14S,15R,17S)-3,17-dihydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-15-yl]-N-methyltridecanamide

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: 553.87

Molecular Weight (Monoisotopic): 553.4495

AlogP: 8.78

#Rotatable Bonds: 16

Polar Surface Area: 60.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.33

CX Basic pKa: ┄

CX LogP: 9.01

CX LogD: 9.01

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.20

Np Likeness Score: 0.92

References

1. Poirier D, Merand Y, Labrie C, Labrie F.  (1996)  D-Ring alkylamine derivatives of estradiol: effect on er-binding affinity and antiestrogenic activity,  6  (21): [10.1016/0960-894X(96)00472-6]

Source

Source(1):

• Scientific Literature