(1R,4aS,10aR,E)-6-Bromo-7-isopropyl-1,4a-dimethyl-9-(5-(thiophene-2-carboxamido)pentyloxyimino)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

ID: ALA3747313

Chembl Id: CHEMBL3747313

PubChem CID: 127037964

Max Phase: Preclinical

Molecular Formula: C30H39BrN2O4S

Molecular Weight: 603.62

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\OCCCCCNC(=O)c1cccs1

Standard InChI:  InChI=1S/C30H39BrN2O4S/c1-19(2)20-16-21-22(17-23(20)31)29(3)11-9-12-30(4,28(35)36)26(29)18-24(21)33-37-14-7-5-6-13-32-27(34)25-10-8-15-38-25/h8,10,15-17,19,26H,5-7,9,11-14,18H2,1-4H3,(H,32,34)(H,35,36)/b33-24+/t26-,29-,30-/m1/s1

Standard InChI Key:  AWBYTKMAFBRFFF-UKNWRCAOSA-N

Alternative Forms

1. Parent:

   

   ALA3747313

   ---

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: 603.62

Molecular Weight (Monoisotopic): 602.1814

AlogP: 7.51

#Rotatable Bonds: 10

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: 3.67

CX Basic pKa: 2.82

CX LogP: 7.22

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.22

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