(1R,4aS,10aR,E)-9-(2-(1H-indole-2-carboxamido)ethoxyimino)-6-bromo-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

ID: ALA3746802

Chembl Id: CHEMBL3746802

PubChem CID: 127037957

Max Phase: Preclinical

Molecular Formula: C31H36BrN3O4

Molecular Weight: 594.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1cc2c(cc1Br)[C@@]1(C)CCC[C@@](C)(C(=O)O)[C@@H]1C/C2=N\OCCNC(=O)c1cc2ccccc2[nH]1

Standard InChI:  InChI=1S/C31H36BrN3O4/c1-18(2)20-15-21-22(16-23(20)32)30(3)10-7-11-31(4,29(37)38)27(30)17-25(21)35-39-13-12-33-28(36)26-14-19-8-5-6-9-24(19)34-26/h5-6,8-9,14-16,18,27,34H,7,10-13,17H2,1-4H3,(H,33,36)(H,37,38)/b35-25+/t27-,30-,31-/m1/s1

Standard InChI Key:  HIAOMTVAEQGFCQ-LREPEXHGSA-N

Alternative Forms

1. Parent:

   

   ALA3746802

   ---

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: 594.55

Molecular Weight (Monoisotopic): 593.1889

AlogP: 6.76

#Rotatable Bonds: 7

Polar Surface Area: 103.78

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.69

CX Basic pKa: 2.88

CX LogP: 6.27

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.21

Np Likeness Score: 0.57

References

1. Cui YM, Liu XL, Zhang WM, Lin HX, Ohwada T, Ido K, Sawada K..  (2016)  The synthesis and BK channel-opening activity of N-acylaminoalkyloxime derivatives of dehydroabietic acid.,  26  (2): [PMID:26707391] [10.1016/j.bmcl.2015.12.038]

Source

Source(1):

• Scientific Literature