(2RS)-2-Hydroxy-[(2RS)-1-{2-[tris(4-methoxyphenyl)methoxy]-ethyl}-pyrrolidine-2-yl]aceticacid

ID: ALA3398502

PubChem CID: 118727505

Max Phase: Preclinical

Molecular Formula: C30H35NO7

Molecular Weight: 521.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(OCCN2CCC[C@@H]2[C@@H](O)C(=O)O)(c2ccc(OC)cc2)c2ccc(OC)cc2)cc1

Standard InChI:  InChI=1S/C30H35NO7/c1-35-24-12-6-21(7-13-24)30(22-8-14-25(36-2)15-9-22,23-10-16-26(37-3)17-11-23)38-20-19-31-18-4-5-27(31)28(32)29(33)34/h6-17,27-28,32H,4-5,18-20H2,1-3H3,(H,33,34)/t27-,28-/m1/s1

Standard InChI Key:  PONNCRQNJCYCMA-VSGBNLITSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3398502

   ---

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: 521.61

Molecular Weight (Monoisotopic): 521.2414

AlogP: 3.93

#Rotatable Bonds: 12

Polar Surface Area: 97.69

Molecular Species: ZWITTERION

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.60

CX Basic pKa: 9.02

CX LogP: 1.56

CX LogD: 1.55

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.35

Np Likeness Score: 0.06

References

1. Steffan T, Renukappa-Gutke T, Höfner G, Wanner KT..  (2015)  Design, synthesis and SAR studies of GABA uptake inhibitors derived from 2-substituted pyrrolidine-2-yl-acetic acids.,  23  (6): [PMID:25698617] [10.1016/j.bmc.2015.01.035]

Source

Source(1):

• Scientific Literature