(S)-2-(2-acetamido-3-(1H-indol-3-yl)acrylamido)-3-(1H-indol-3-yl)propanoate

ID: ALA4544497

Chembl Id: CHEMBL4544497

PubChem CID: 13968568

Max Phase: Preclinical

Molecular Formula: C24H22N4O4

Molecular Weight: 430.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N/C(=C\c1c[nH]c2ccccc12)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O

Standard InChI:  InChI=1S/C24H22N4O4/c1-14(29)27-21(10-15-12-25-19-8-4-2-6-17(15)19)23(30)28-22(24(31)32)11-16-13-26-20-9-5-3-7-18(16)20/h2-10,12-13,22,25-26H,11H2,1H3,(H,27,29)(H,28,30)(H,31,32)/b21-10-/t22-/m0/s1

Standard InChI Key:  SLDSMSLZAPIZLI-YLQLIIAJSA-N

Alternative Forms

1. Parent:

   

   ALA4544497

   (2S)-2-[[(Z)-2-acetamido-3-(1H-indol-3-yl)prop-2-enoyl]amino]-3-(1H-indol-3-yl)propanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 430.46

Molecular Weight (Monoisotopic): 430.1641

AlogP: 2.94

#Rotatable Bonds: 7

Polar Surface Area: 127.08

Molecular Species: ACID

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.01

CX Basic pKa: ┄

CX LogP: 2.12

CX LogD: -1.04

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -0.38

References

1. Zhou Y, McGillick BE, Teng YG, Haranahalli K, Ojima I, Swaminathan S, Rizzo RC..  (2016)  Identification of small molecule inhibitors of botulinum neurotoxin serotype E via footprint similarity.,  24  (20): [PMID:27543389] [10.1016/j.bmc.2016.07.031]

Source

Source(1):

• Scientific Literature