ID: ALA4216939

Max Phase: Preclinical

Molecular Formula: C34H30FN5O4

Molecular Weight: 591.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#CCC(=O)N1CC=C(c2cc3c(-c4cccc(N5CCOc6cc(C7CC7)cc(F)c6C5=O)c4CO)ccnc3[nH]2)CC1

Standard InChI:  InChI=1S/C34H30FN5O4/c35-27-16-22(20-4-5-20)17-30-32(27)34(43)40(14-15-44-30)29-3-1-2-23(26(29)19-41)24-7-11-37-33-25(24)18-28(38-33)21-8-12-39(13-9-21)31(42)6-10-36/h1-3,7-8,11,16-18,20,41H,4-6,9,12-15,19H2,(H,37,38)

Standard InChI Key:  ZFHWVNBXUFXNKH-UHFFFAOYSA-N

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

Properties

Molecular Weight: 591.64

Molecular Weight (Monoisotopic): 591.2282

AlogP: 5.31

#Rotatable Bonds: 6

Polar Surface Area: 122.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.15

CX Basic pKa: 3.16

CX LogP: 3.13

CX LogD: 3.12

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.31

Np Likeness Score: -0.52

References

1. Thakkar M, Bhuniya D, Kaduskar R, Mengawade T, Naik K, Salunkhe V, Bhalerao A, Kurhade S, Mavinahalli J, Jain V, Petla R, Avaragolla S, Ray S, Rouduri S, Dhanave A, De S, Pathade V, Tambe A, Raje AA, Madgula V, Joshi S, Nadeem A, Bala M, Umrani D, Hariharan N, Kulkarni B, Mookhtiar KA..  (2017)  Discovery and evaluation of 1H-pyrrolo[2,3-b]pyridine based selective and reversible small molecule BTK inhibitors for the treatment of rheumatoid arthritis.,  27  (8): [PMID:28279528] [10.1016/j.bmcl.2017.02.026]

Source

Source(1):

• Scientific Literature