(R,S)-3-(5-chloro-1-methyl-1H-indol-3-yl)-4-(3-(2,3-dihydroxypropylamino)phenyl)-1H-pyrrole-2,5-dione

ID: ALA1082153

Chembl Id: CHEMBL1082153

PubChem CID: 12018155

Max Phase: Preclinical

Molecular Formula: C22H20ClN3O4

Molecular Weight: 425.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(C2=C(c3cccc(NCC(O)CO)c3)C(=O)NC2=O)c2cc(Cl)ccc21

Standard InChI:  InChI=1S/C22H20ClN3O4/c1-26-10-17(16-8-13(23)5-6-18(16)26)20-19(21(29)25-22(20)30)12-3-2-4-14(7-12)24-9-15(28)11-27/h2-8,10,15,24,27-28H,9,11H2,1H3,(H,25,29,30)

Standard InChI Key:  ZFJJSMUJXGVEEW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1082153

   (R,S)-3-(5-chloro-1-methyl-1H-indol-3-yl)-4-(3-(2,3-dihydroxypropylamino)phenyl)-1H-pyrrole-2,5-dione

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: 425.87

Molecular Weight (Monoisotopic): 425.1142

AlogP: 2.16

#Rotatable Bonds: 6

Polar Surface Area: 103.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: 3.70

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -0.46

References

1. Gong L, Hirschfeld D, Tan YC, Heather Hogg J, Peltz G, Avnur Z, Dunten P..  (2010)  Discovery of potent and bioavailable GSK-3beta inhibitors.,  20  (5): [PMID:20138512] [10.1016/j.bmcl.2010.01.038]

2. Wilke KE, Fihn CA, Carlson EE..  (2018)  Screening serine/threonine and tyrosine kinase inhibitors for histidine kinase inhibition.,  26  (19): [PMID:29706527] [10.1016/j.bmc.2018.04.047]

Source

Source(1):

• Scientific Literature