(2R,4S)-4-(4-(3-(hydroxycarbamoyl)phenyl)-1H-1,2,3-triazol-1-yl)-1-phenethylpyrrolidine-2-carboxylic acid

ID: ALA3793196

Chembl Id: CHEMBL3793196

PubChem CID: 137225138

Max Phase: Preclinical

Molecular Formula: C22H23N5O4

Molecular Weight: 421.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)c1cccc(-c2cn([C@H]3C[C@H](C(=O)O)N(CCc4ccccc4)C3)nn2)c1

Standard InChI:  InChI=1S/C22H23N5O4/c28-21(24-31)17-8-4-7-16(11-17)19-14-27(25-23-19)18-12-20(22(29)30)26(13-18)10-9-15-5-2-1-3-6-15/h1-8,11,14,18,20,31H,9-10,12-13H2,(H,24,28)(H,29,30)/t18-,20+/m0/s1

Standard InChI Key:  RRDXHWCLQISCEB-AZUAARDMSA-N

Alternative Forms

1. Parent:

   

   ALA3793196

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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: 421.46

Molecular Weight (Monoisotopic): 421.1750

AlogP: 2.01

#Rotatable Bonds: 7

Polar Surface Area: 120.58

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.47

CX Basic pKa: 10.33

CX LogP: -0.16

CX LogD: -0.17

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -1.11

References

1. Tian Y, Jin J, Wang C, Lv W, Li X, Che X, Gong Y, Li Y, Li Q, Hou J, Wang PG, Shen J..  (2016)  A sub-milligram-synthesis protocol for in vitro screening of HDAC11 inhibitors.,  26  (10): [PMID:27055940] [10.1016/j.bmcl.2016.03.116]

Source

Source(1):

• Scientific Literature