2-(hydroxy(2-phenylbenzo[h]quinolin-4-yl)methyl)piperidinium 3-carboxy-2-(carboxymethyl)-2-hydroxypropanoate

ID: ALA3629617

PubChem CID: 145949126

Max Phase: Preclinical

Molecular Formula: C31H32N2O8

Molecular Weight: 368.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC(O)(CC(=O)O)C(=O)O.OC(c1cc(-c2ccccc2)nc2c1ccc1ccccc12)C1CCCCN1

Standard InChI:  InChI=1S/C25H24N2O.C6H8O7/c28-25(22-12-6-7-15-26-22)21-16-23(18-9-2-1-3-10-18)27-24-19-11-5-4-8-17(19)13-14-20(21)24;7-3(8)1-6(13,5(11)12)2-4(9)10/h1-5,8-11,13-14,16,22,25-26,28H,6-7,12,15H2;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)

Standard InChI Key:  SODVMWYVKXBRMS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  END

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: 368.48

Molecular Weight (Monoisotopic): 368.1889

AlogP: 5.23

#Rotatable Bonds: 3

Polar Surface Area: 45.15

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.84

CX Basic pKa: 9.52

CX LogP: 4.99

CX LogD: 2.90

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: 0.13

References

1. Russo CM, Adhikari AA, Wallach DR, Fernandes S, Balch AN, Kerr WG, Chisholm JD..  (2015)  Synthesis and initial evaluation of quinoline-based inhibitors of the SH2-containing inositol 5'-phosphatase (SHIP).,  25  (22): [PMID:26453006] [10.1016/j.bmcl.2015.09.034]

Source

Source(1):

• Scientific Literature