7-(Benzo[d][1,3]dioxol-4-ylsulfonyl)-N-(4-(4-methylpiperazin-1-yl)phenyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine

ID: ALA5275506

Chembl Id: CHEMBL5275506

Max Phase: Preclinical

Molecular Formula: C24H24N6O4S

Molecular Weight: 492.56

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(Nc3ncc4ccn(S(=O)(=O)c5cccc6c5OCO6)c4n3)cc2)CC1

Standard InChI:  InChI=1S/C24H24N6O4S/c1-28-11-13-29(14-12-28)19-7-5-18(6-8-19)26-24-25-15-17-9-10-30(23(17)27-24)35(31,32)21-4-2-3-20-22(21)34-16-33-20/h2-10,15H,11-14,16H2,1H3,(H,25,26,27)

Standard InChI Key:  KCMWURGRMHZGSV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5275506

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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: 492.56

Molecular Weight (Monoisotopic): 492.1580

AlogP: 2.89

#Rotatable Bonds: 5

Polar Surface Area: 101.82

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.96

CX LogP: 3.14

CX LogD: 2.48

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -1.24

References

1. Xie W, Yang S, Liang L, Wang M, Zuo W, Lei Y, Zhang Y, Tang W, Lu T, Chen Y, Jiang Y..  (2022)  Discovery of 2-Amino-7-sulfonyl-7H-pyrrolo[2,3-d]pyrimidine Derivatives as Potent Reversible FGFR Inhibitors with Gatekeeper Mutation Tolerance: Design, Synthesis, and Biological Evaluation.,  65  (24.0): [PMID:36480917] [10.1021/acs.jmedchem.2c01420]

Source

Source(1):

• Scientific Literature