(1R,4aS,10aR,E)-6-Bromo-7-isopropyl-1,4a-dimethyl-9-(6-(thiophene-2-carboxamido)hexyloxyimino)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

ID: ALA3747512

Chembl Id: CHEMBL3747512

PubChem CID: 127037965

Max Phase: Preclinical

Molecular Formula: C31H41BrN2O4S

Molecular Weight: 617.65

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\OCCCCCCNC(=O)c1cccs1

Standard InChI:  InChI=1S/C31H41BrN2O4S/c1-20(2)21-17-22-23(18-24(21)32)30(3)12-10-13-31(4,29(36)37)27(30)19-25(22)34-38-15-8-6-5-7-14-33-28(35)26-11-9-16-39-26/h9,11,16-18,20,27H,5-8,10,12-15,19H2,1-4H3,(H,33,35)(H,36,37)/b34-25+/t27-,30-,31-/m1/s1

Standard InChI Key:  LTXJQGGXKCGWOZ-YJFIQHFVSA-N

Alternative Forms

1. Parent:

   

   ALA3747512

   ---

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: 617.65

Molecular Weight (Monoisotopic): 616.1970

AlogP: 7.90

#Rotatable Bonds: 11

Polar Surface Area: 87.99

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.68

CX Basic pKa: 2.90

CX LogP: 7.62

CX LogD: 4.67

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.20

Np Likeness Score: 0.34

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