(4-{[(2S)-2-{[(tert-butoxy)carbonyl]amino}propanoyl]oxy}phenyl)methyl 2-(4-carbamoyl-1H-1,3-benzodiazol-2-yl)-2-methylpyrrolidine-1-carboxylate

ID: ALA5270165

Chembl Id: CHEMBL5270165

Max Phase: Preclinical

Molecular Formula: C29H35N5O7

Molecular Weight: 565.63

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)OC(C)(C)C)C(=O)Oc1ccc(COC(=O)N2CCCC2(C)c2nc3c(C(N)=O)cccc3[nH]2)cc1

Standard InChI:  InChI=1S/C29H35N5O7/c1-17(31-26(37)41-28(2,3)4)24(36)40-19-12-10-18(11-13-19)16-39-27(38)34-15-7-14-29(34,5)25-32-21-9-6-8-20(23(30)35)22(21)33-25/h6,8-13,17H,7,14-16H2,1-5H3,(H2,30,35)(H,31,37)(H,32,33)/t17-,29?/m0/s1

Standard InChI Key:  YGDLTJMEEFWKBT-PLKGVSPESA-N

Alternative Forms

1. Parent:

   

   ALA5270165

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 565.63

Molecular Weight (Monoisotopic): 565.2536

AlogP: 4.13

#Rotatable Bonds: 7

Polar Surface Area: 165.94

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.16

CX Basic pKa: 3.84

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.28

Np Likeness Score: -0.52

References

1. Borgini M, Wipf P..  (2023)  Synthesis of Veliparib Prodrugs and Determination of Drug-Release-Dependent PARP-1 Inhibition.,  14  (5): [PMID:37197461] [10.1021/acsmedchemlett.3c00065]

Source

Source(1):

• Scientific Literature