N-butyl-N-methyl-7-(3',17'beta-dihydroxy-2'-methoxy-estra-1',3',5'(10')-trien-6'beta-yl)-heptanamide

ID: ALA375711

Chembl Id: CHEMBL375711

PubChem CID: 44422524

Max Phase: Preclinical

Molecular Formula: C31H49NO4

Molecular Weight: 499.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN(C)C(=O)CCCCCC[C@@H]1C[C@@H]2[C@H](CC[C@]3(C)[C@@H](O)CC[C@@H]23)c2cc(OC)c(O)cc21

Standard InChI:  InChI=1S/C31H49NO4/c1-5-6-17-32(3)30(35)12-10-8-7-9-11-21-18-25-22(15-16-31(2)26(25)13-14-29(31)34)24-20-28(36-4)27(33)19-23(21)24/h19-22,25-26,29,33-34H,5-18H2,1-4H3/t21-,22-,25-,26+,29+,31+/m1/s1

Standard InChI Key:  VAHNHBVWTBXUIO-LAPRBBLPSA-N

Alternative Forms

1. Parent:

   

   ALA375711

   N-butyl-7-[(6R,8R,9S,13S,14S,17S)-3,17-dihydroxy-2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-6-yl]-N-methylheptanamide

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: 499.74

Molecular Weight (Monoisotopic): 499.3662

AlogP: 6.76

#Rotatable Bonds: 11

Polar Surface Area: 70.00

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.27

CX Basic pKa: ┄

CX LogP: 6.19

CX LogD: 6.19

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.33

Np Likeness Score: 1.11

References

1. Cadot C, Laplante Y, Kamal F, Luu-The V, Poirier D..  (2007)  C6-(N,N-butyl-methyl-heptanamide) derivatives of estrone and estradiol as inhibitors of type 1 17beta-hydroxysteroid dehydrogenase: Chemical synthesis and biological evaluation.,  15  (2): [PMID:17110114] [10.1016/j.bmc.2006.10.055]

Source

Source(1):

• Scientific Literature