(1R,4aS,10aR,E)-7-Isopropyl-1,4a-dimethyl-9-(2-(thiophene-2-carboxamido)ethoxyimino)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

ID: ALA3747393

Chembl Id: CHEMBL3747393

PubChem CID: 127037966

Max Phase: Preclinical

Molecular Formula: C27H34N2O4S

Molecular Weight: 482.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc2c(c1)/C(=N/OCCNC(=O)c1cccs1)C[C@H]1[C@](C)(C(=O)O)CCC[C@]21C

Standard InChI:  InChI=1S/C27H34N2O4S/c1-17(2)18-8-9-20-19(15-18)21(29-33-13-12-28-24(30)22-7-5-14-34-22)16-23-26(20,3)10-6-11-27(23,4)25(31)32/h5,7-9,14-15,17,23H,6,10-13,16H2,1-4H3,(H,28,30)(H,31,32)/b29-21+/t23-,26-,27-/m1/s1

Standard InChI Key:  IYNSDLUDPYKSRU-XFGSTYQHSA-N

Alternative Forms

1. Parent:

   

   ALA3747393

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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: 482.65

Molecular Weight (Monoisotopic): 482.2239

AlogP: 5.57

#Rotatable Bonds: 7

Polar Surface Area: 87.99

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.24

CX Basic pKa: 3.10

CX LogP: 5.52

CX LogD: 2.75

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: 0.23

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