5-nitro-furan-2-carboxylic acid [[4-(4-bromo-phenyl)-thiazol-2-yl]-(tetrahydro-furan-2-ylmethyl)-carbamoyl]-methyl ester

ID: ALA522795

Chembl Id: CHEMBL522795

PubChem CID: 4832749

Max Phase: Preclinical

Molecular Formula: C21H18BrN3O7S

Molecular Weight: 536.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(OCC(=O)N(CC1CCCO1)c1nc(-c2ccc(Br)cc2)cs1)c1ccc([N+](=O)[O-])o1

Standard InChI:  InChI=1S/C21H18BrN3O7S/c22-14-5-3-13(4-6-14)16-12-33-21(23-16)24(10-15-2-1-9-30-15)18(26)11-31-20(27)17-7-8-19(32-17)25(28)29/h3-8,12,15H,1-2,9-11H2

Standard InChI Key:  ZLVANECEZQYXPE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA522795

   5-Nitro-furan-2-carboxylic acid [[4-(4-bromo-phenyl)-thiazol-2-yl]-(tetrahydro-furan-2-ylmethyl)-carbamoyl]-methyl ester

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: 536.36

Molecular Weight (Monoisotopic): 535.0049

AlogP: 4.44

#Rotatable Bonds: 8

Polar Surface Area: 125.01

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.24

Np Likeness Score: -1.79

References

1. Fuji H, Urano E, Futahashi Y, Hamatake M, Tatsumi J, Hoshino T, Morikawa Y, Yamamoto N, Komano J..  (2009)  Derivatives of 5-nitro-furan-2-carboxylic acid carbamoylmethyl ester inhibit RNase H activity associated with HIV-1 reverse transcriptase.,  52  (5): [PMID:19178289] [10.1021/jm801071m]

Source

Source(1):

• Scientific Literature