Benzoic acid 3-dimethylaminomethyl-5-hydroxy-5-(1-methoxy-8-methyl-2-oxa-tricyclo[5.3.1.0*3,8*]undec-3-yl)-pentyl ester

ID: ALA52359

Chembl Id: CHEMBL52359

PubChem CID: 44298035

Max Phase: Preclinical

Molecular Formula: C27H41NO5

Molecular Weight: 459.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@]12CCC3(C)C(CCC[C@@]3([C@H](O)C[C@@H](CCOC(=O)c3ccccc3)CN(C)C)O1)C2

Standard InChI:  InChI=1S/C27H41NO5/c1-25-14-15-26(31-4)18-22(25)11-8-13-27(25,33-26)23(29)17-20(19-28(2)3)12-16-32-24(30)21-9-6-5-7-10-21/h5-7,9-10,20,22-23,29H,8,11-19H2,1-4H3/t20-,22?,23-,25?,26-,27+/m1/s1

Standard InChI Key:  KGGQAIGGEXFULW-BLMXOOCRSA-N

Alternative Forms

1. Parent:

   

   ALA52359

   [(3R,5R)-3-[(dimethylamino)methyl]-5-hydroxy-5-[(1R,3R)-1-methoxy-8-methyl-2-oxatricyclo[5.3.1.03,8]undecan-3-yl]pentyl] benzoate

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: 459.63

Molecular Weight (Monoisotopic): 459.2985

AlogP: 4.26

#Rotatable Bonds: 10

Polar Surface Area: 68.23

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: 9.68

CX LogP: 4.26

CX LogD: 2.01

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: 0.90

References

1. Schow S, Rossignol D, Lund A, Schnee M.  (1997)  Batrachotoxin binding site antagonists,  7  (2): [10.1016/S0960-894X(96)00596-3]

Source

Source(1):

• Scientific Literature