4-Nitro-1-phenyl-1H-benzoimidazole

Names and Identifiers

Canonical SMILES: O=[N+]([O-])c1cccc2c1ncn2-c1ccccc1

Standard InChI: InChI=1S/C13H9N3O2/c17-16(18)12-8-4-7-11-13(12)14-9-15(11)10-5-2-1-3-6-10/h1-9H

Standard InChI Key: OOUYIJDBPFMTDV-UHFFFAOYSA-N

Molfile:

     RDKit          2D

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    0.0167   -7.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8625   -7.3042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8542   -5.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -7.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -8.3750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -6.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167   -6.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125   -8.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0167   -8.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125   -7.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7500   -5.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5125   -6.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292   -4.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9875   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2542   -4.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7917   -3.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6542   -3.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  7  1  0
  4  1  2  0
  5  4  1  0
  6  2  2  0
  7  1  1  0
  8  5  1  0
  9  5  2  0
 10  3  1  0
 11  4  1  0
 12  7  2  0
 13 12  1  0
 14 10  1  0
 15 10  2  0
 16 15  1  0
 17 14  2  0
 18 16  2  0
  6  3  1  0
 11 13  2  0
 17 18  1  0
M  CHG  2   5   1   8  -1
M  END

Alternative Forms

Parent:

ALA150579
4-Nitro-1-phenylbenzimidazole

Associated Targets(Human)

FGFR1 Tclin Fibroblast growth factor receptor 1 (9149 Activities)

Discover Target: FGFR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Pdgfrb Platelet-derived growth factor receptor beta (494 Activities)

Discover Target: Pdgfrb

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 239.23	Molecular Weight (Monoisotopic): 239.0695	AlogP: 2.93	#Rotatable Bonds: 2
Polar Surface Area: 60.96	Molecular Species: NEUTRAL	HBA: 4	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 2.33	CX LogP: 3.08	CX LogD: 3.08
Aromatic Rings: 3	Heavy Atoms: 18	QED Weighted: 0.51	Np Likeness Score: -1.51

References

1. Palmer BD, Smaill JB, Boyd M, Boschelli DH, Doherty AM, Hamby JM, Khatana SS, Kramer JB, Kraker AJ, Panek RL, Lu GH, Dahring TK, Winters RT, Showalter HD, Denny WA.. (1998) Structure-activity relationships for 1-phenylbenzimidazoles as selective ATP site inhibitors of the platelet-derived growth factor receptor., 41 (27): [PMID:9876115] [10.1021/jm9804681]

Source

Source(1):

Scientific Literature