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

ID: ALA3745770

Chembl Id: CHEMBL3745770

PubChem CID: 127042880

Max Phase: Preclinical

Molecular Formula: C30H34BrF3N2O4

Molecular Weight: 623.51

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)c1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C30H34BrF3N2O4/c1-17(2)20-14-21-22(15-23(20)31)28(3)10-5-11-29(4,27(38)39)25(28)16-24(21)36-40-13-12-35-26(37)18-6-8-19(9-7-18)30(32,33)34/h6-9,14-15,17,25H,5,10-13,16H2,1-4H3,(H,35,37)(H,38,39)/b36-24+/t25-,28-,29-/m1/s1

Standard InChI Key:  DYEVQBFKRXKNFD-BWKPORIQSA-N

Alternative Forms

1. Parent:

   

   ALA3745770

   ---

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: 623.51

Molecular Weight (Monoisotopic): 622.1654

AlogP: 7.29

#Rotatable Bonds: 7

Polar Surface Area: 87.99

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.66

CX Basic pKa: 2.73

CX LogP: 7.21

CX LogD: 4.17

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: 0.38

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]

2. Zhang WM, Yang T, Pan XY, Liu XL, Lin HX, Gao ZB, Yang CG, Cui YM..  (2017)  The synthesis and antistaphylococcal activity of dehydroabietic acid derivatives: modifications at C12 and C7.,  127  [PMID:27837995] [10.1016/j.ejmech.2016.11.002]

Source

Source(1):

• Scientific Literature