5-nitro-furan-2-carboxylic acid adamantan-1-carbamoylmethyl ester

ID: ALA491093

Chembl Id: CHEMBL491093

Cas Number: 385403-37-2

PubChem CID: 3348318

Max Phase: Preclinical

Molecular Formula: C17H20N2O6

Molecular Weight: 348.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(COC(=O)c1ccc([N+](=O)[O-])o1)NC12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C17H20N2O6/c20-14(9-24-16(21)13-1-2-15(25-13)19(22)23)18-17-6-10-3-11(7-17)5-12(4-10)8-17/h1-2,10-12H,3-9H2,(H,18,20)

Standard InChI Key:  NZZSASYPSJNFGL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA491093

   [2-(1-Adamantylamino)-2-oxoethyl] 5-nitrofuran-2-carboxylate

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: 348.36

Molecular Weight (Monoisotopic): 348.1321

AlogP: 2.43

#Rotatable Bonds: 5

Polar Surface Area: 111.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.30

CX Basic pKa: ┄

CX LogP: 2.05

CX LogD: 2.05

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -1.41

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays