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

ID: ALA3747096

Chembl Id: CHEMBL3747096

PubChem CID: 127042235

Max Phase: Preclinical

Molecular Formula: C29H30BrF5N2O4

Molecular Weight: 645.46

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)c1c(F)c(F)c(F)c(F)c1F

Standard InChI:  InChI=1S/C29H30BrF5N2O4/c1-13(2)14-10-15-16(11-17(14)30)28(3)6-5-7-29(4,27(39)40)19(28)12-18(15)37-41-9-8-36-26(38)20-21(31)23(33)25(35)24(34)22(20)32/h10-11,13,19H,5-9,12H2,1-4H3,(H,36,38)(H,39,40)/b37-18+/t19-,28-,29-/m1/s1

Standard InChI Key:  LPMAKCSGWNUGGY-KNDRSIFPSA-N

Alternative Forms

1. Parent:

   

   ALA3747096

   ---

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: 645.46

Molecular Weight (Monoisotopic): 644.1309

AlogP: 6.97

#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: 3.60

CX Basic pKa: 1.74

CX LogP: 7.23

CX LogD: 4.01

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.11

Np Likeness Score: 0.51

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