2-(2-Bromo-5-chloro-benzo[b]thiophen-3-ylmethyl)-5,6-dihydroxy-pyrimidine-4-carboxylic acid

ID: ALA562080

Chembl Id: CHEMBL562080

PubChem CID: 135915182

Max Phase: Preclinical

Molecular Formula: C14H8BrClN2O4S

Molecular Weight: 415.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1nc(Cc2c(Br)sc3ccc(Cl)cc23)nc(O)c1O

Standard InChI:  InChI=1S/C14H8BrClN2O4S/c15-12-7(6-3-5(16)1-2-8(6)23-12)4-9-17-10(14(21)22)11(19)13(20)18-9/h1-3,19H,4H2,(H,21,22)(H,17,18,20)

Standard InChI Key:  DHGDHAVRGLBZQJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA562080

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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: 415.65

Molecular Weight (Monoisotopic): 413.9077

AlogP: 3.81

#Rotatable Bonds: 3

Polar Surface Area: 103.54

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -4.01

CX Basic pKa: 15.51

CX LogP: 3.19

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.03

References

1. Kirschberg TA, Balakrishnan M, Squires NH, Barnes T, Brendza KM, Chen X, Eisenberg EJ, Jin W, Kutty N, Leavitt S, Liclican A, Liu Q, Liu X, Mak J, Perry JK, Wang M, Watkins WJ, Lansdon EB..  (2009)  RNase H active site inhibitors of human immunodeficiency virus type 1 reverse transcriptase: design, biochemical activity, and structural information.,  52  (19): [PMID:19791799] [10.1021/jm900597q]

Source

Source(1):

• Scientific Literature