N1-((R)-1-(2-(7-((1R,2R,4S)-2-amino-7-azabicyclo[2.2.1]heptane-7-carbonyl)-5-methoxy-3-methylimidazo[1,2-a]pyridin-2-yl)-1-(cyclopropylmethyl)-1H-pyrrolo[2,3-b]pyridin-6-yl)ethyl)-N4-(phenylsulfonyl)succinamide

ID: ALA5188806

Chembl Id: CHEMBL5188806

PubChem CID: 164555249

Max Phase: Preclinical

Molecular Formula: C39H44N8O6S

Molecular Weight: 752.90

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)N2[C@H]3CC[C@@H]2[C@H](N)C3)cc2nc(-c3cc4ccc([C@@H](C)NC(=O)CCC(=O)NS(=O)(=O)c5ccccc5)nc4n3CC3CC3)c(C)n12

Standard InChI:  InChI=1S/C39H44N8O6S/c1-22(41-34(48)15-16-35(49)44-54(51,52)28-7-5-4-6-8-28)30-13-11-25-17-32(45(38(25)42-30)21-24-9-10-24)37-23(2)46-33(43-37)18-26(19-36(46)53-3)39(50)47-27-12-14-31(47)29(40)20-27/h4-8,11,13,17-19,22,24,27,29,31H,9-10,12,14-16,20-21,40H2,1-3H3,(H,41,48)(H,44,49)/t22-,27+,29-,31-/m1/s1

Standard InChI Key:  AWLWGEWTGVCELL-IAVHNDNQSA-N

Alternative Forms

1. Parent:

   

   ALA5188806

   ---

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: 752.90

Molecular Weight (Monoisotopic): 752.3105

AlogP: 4.24

#Rotatable Bonds: 12

Polar Surface Area: 183.02

Molecular Species: ZWITTERION

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.17

CX Basic pKa: 9.41

CX LogP: 1.40

CX LogD: 1.40

Aromatic Rings: 5

Heavy Atoms: 54

QED Weighted: 0.17

Np Likeness Score: -0.83

References

1. Sabnis RW..  (2022)  Novel Peptidylarginine Deiminase Type 4 (PAD4) Inhibitors.,  13  (10.0): [PMID:36267127] [10.1021/acsmedchemlett.2c00387]

Source

Source(1):

• Scientific Literature