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

ID: ALA3793416

Chembl Id: CHEMBL3793416

PubChem CID: 137175009

Max Phase: Preclinical

Molecular Formula: C21H21N5O4

Molecular Weight: 407.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)c1cccc(-c2cn([C@@H]3C[C@H](C(=O)O)N(Cc4ccccc4)C3)nn2)c1

Standard InChI:  InChI=1S/C21H21N5O4/c27-20(23-30)16-8-4-7-15(9-16)18-13-26(24-22-18)17-10-19(21(28)29)25(12-17)11-14-5-2-1-3-6-14/h1-9,13,17,19,30H,10-12H2,(H,23,27)(H,28,29)/t17-,19-/m1/s1

Standard InChI Key:  RKIIWZWOQGYILB-IEBWSBKVSA-N

Alternative Forms

1. Parent:

   

   ALA3793416

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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: 407.43

Molecular Weight (Monoisotopic): 407.1594

AlogP: 1.96

#Rotatable Bonds: 6

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: 1.37

CX Basic pKa: 9.60

CX LogP: -0.45

CX LogD: -0.46

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -1.28

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