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

ID: ALA227850

Chembl Id: CHEMBL227850

PubChem CID: 44422515

Max Phase: Preclinical

Molecular Formula: C30H47NO3

Molecular Weight: 469.71

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)c2ccc(O)cc21

Standard InChI:  InChI=1S/C30H47NO3/c1-4-5-18-31(3)29(34)11-9-7-6-8-10-21-19-26-24(23-13-12-22(32)20-25(21)23)16-17-30(2)27(26)14-15-28(30)33/h12-13,20-21,24,26-28,32-33H,4-11,14-19H2,1-3H3/t21-,24+,26+,27-,28-,30-/m0/s1

Standard InChI Key:  IFDUPCRZWRYMHM-HJLMGFMOSA-N

Alternative Forms

1. Parent:

   

   ALA227850

   N-butyl-7-[(6S,8R,9S,13S,14S,17S)-3,17-dihydroxy-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: 469.71

Molecular Weight (Monoisotopic): 469.3556

AlogP: 6.75

#Rotatable Bonds: 10

Polar Surface Area: 60.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.30

CX Basic pKa: ┄

CX LogP: 6.34

CX LogD: 6.34

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: 1.13

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