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

ID: ALA3745955

Chembl Id: CHEMBL3745955

PubChem CID: 127042884

Max Phase: Preclinical

Molecular Formula: C26H32BrN3O4S

Molecular Weight: 562.53

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)c1nccs1

Standard InChI:  InChI=1S/C26H32BrN3O4S/c1-15(2)16-12-17-18(13-19(16)27)25(3)6-5-7-26(4,24(32)33)21(25)14-20(17)30-34-10-8-28-22(31)23-29-9-11-35-23/h9,11-13,15,21H,5-8,10,14H2,1-4H3,(H,28,31)(H,32,33)/b30-20+/t21-,25-,26-/m1/s1

Standard InChI Key:  LMFVNFSZQGHEHV-NHQDEFCOSA-N

Alternative Forms

1. Parent:

   

   ALA3745955

   ---

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: 562.53

Molecular Weight (Monoisotopic): 561.1297

AlogP: 5.73

#Rotatable Bonds: 7

Polar Surface Area: 100.88

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.63

CX Basic pKa: 2.53

CX LogP: 5.44

CX LogD: 2.33

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: 0.56

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