Benzoic acid 4-nitro-benzyl ester

ID: ALA356869

Chembl Id: CHEMBL356869

Cas Number: 4457-41-4

PubChem CID: 97533

Max Phase: Preclinical

Molecular Formula: C14H11NO4

Molecular Weight: 257.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4-Nitrobenzyl Benzoate | Benzoic Acid 4-Nitro-Benzyl Ester | 4-Nitrobenzyl benzoate|p-Nitrobenzyl benzoate|(4-nitrophenyl)methyl benzoate|4457-41-4|Benzenemethanol, 4-nitro-, benzoate (ester)|2INN7JCA39|CHEMBL356869|Benzoic acid 4-nitro-benzyl ester|NSC-130934|p-Nitrobenzyl alcohol benzoate|4-Nitrobenzenemethanol butyrate|CCRIS 7964|Benzyl alcohol, p-nitro-, benzoate|UNII-2INN7JCA39|SCHEMBL8358751|DTXSID50196225|CRTADXBPEXSZLH-UHFFFAOYSA-N|BDBM50479181|NSC130934|AKOS003650562|NSC 130934|NS001208Show More⌵

Canonical SMILES:  O=C(OCc1ccc([N+](=O)[O-])cc1)c1ccccc1

Standard InChI:  InChI=1S/C14H11NO4/c16-14(12-4-2-1-3-5-12)19-10-11-6-8-13(9-7-11)15(17)18/h1-9H,10H2

Standard InChI Key:  CRTADXBPEXSZLH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA356869

   p-Nitrobenzyl benzoate

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: 257.25

Molecular Weight (Monoisotopic): 257.0688

AlogP: 2.95

#Rotatable Bonds: 4

Polar Surface Area: 69.44

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.48

Np Likeness Score: -0.89

References

1. Seitz LE, Suling WJ, Reynolds RC..  (2002)  Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives.,  45  (25): [PMID:12459027] [10.1021/jm020310n]

2. Ohno O, Ye M, Koyama T, Yazawa K, Mura E, Matsumoto H, Ichino T, Yamada K, Nakamura K, Ohno T, Yamaguchi K, Ishida J, Fukamizu A, Uemura D..  (2008)  Inhibitory effects of benzyl benzoate and its derivatives on angiotensin II-induced hypertension.,  16  (16): [PMID:18672373] [10.1016/j.bmc.2008.03.056]

3. Sharma K, Sengupta K, Chakrapani H..  (2013)  Nitroreductase-activated nitric oxide (NO) prodrugs.,  23  (21): [PMID:24050886] [10.1016/j.bmcl.2013.08.066]

4. Green KD, Fosso MY, Mayhoub AS, Garneau-Tsodikova S..  (2019)  Investigating the promiscuity of the chloramphenicol nitroreductase from Haemophilus influenzae towards the reduction of 4-nitrobenzene derivatives.,  29  (9): [PMID:30826292] [10.1016/j.bmcl.2019.02.025]

Source

Source(1):

• Scientific Literature