(E)-1-methyl-N-(2-morpholinoethyl)-4-(4-(2-(quinolin-3-yl)vinyl)benzamido)-1H-pyrrole-2-carboxamide

ID: ALA3824266

Chembl Id: CHEMBL3824266

PubChem CID: 102228510

Max Phase: Preclinical

Molecular Formula: C30H31N5O3

Molecular Weight: 509.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(NC(=O)c2ccc(/C=C/c3cnc4ccccc4c3)cc2)cc1C(=O)NCCN1CCOCC1

Standard InChI:  InChI=1S/C30H31N5O3/c1-34-21-26(19-28(34)30(37)31-12-13-35-14-16-38-17-15-35)33-29(36)24-10-8-22(9-11-24)6-7-23-18-25-4-2-3-5-27(25)32-20-23/h2-11,18-21H,12-17H2,1H3,(H,31,37)(H,33,36)/b7-6+

Standard InChI Key:  SZVUHBSWILSQID-VOTSOKGWSA-N

Alternative Forms

1. Parent:

   

   ALA3824266

   1-methyl-N-(2-morpholin-4-ylethyl)-4-[[4-[(E)-2-quinolin-3-ylethenyl]benzoyl]amino]pyrrole-2-carboxamide

2. Alternative Forms:

   

   ALA3824266

   ---

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: 509.61

Molecular Weight (Monoisotopic): 509.2427

AlogP: 4.06

#Rotatable Bonds: 8

Polar Surface Area: 88.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.98

CX LogP: 3.66

CX LogD: 3.64

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.37

Np Likeness Score: -1.36

References

1. Scott FJ, Puig-Sellart M, Khalaf AI, Henderson CJ, Westrop G, Watson DG, Carter K, Grant MH, Suckling CJ..  (2016)  An evaluation of Minor Groove Binders as anti-lung cancer therapeutics.,  26  (15): [PMID:27349332] [10.1016/j.bmcl.2016.06.040]

2. Brooke DP, McGee LMC, Giordani F, Cross JM, Khalaf AI, Irving C, Gillingwater K, Shaw CD, Carter KC, Barrett MP, Suckling CJ, Scott FJ..  (2021)  Truncated S-MGBs: towards a parasite-specific and low aggregation chemotype.,  12  (8.0): [PMID:34447938] [10.1039/D1MD00110H]

Source

Source(1):

• Scientific Literature