ID: ALA403741

Max Phase: Preclinical

Molecular Formula: C6H8N2

Molecular Weight: 108.14

Molecule Type: Small molecule

Representations

Synonyms (2): 4-Phenylenediamine | P-Phenylenediamine
Synonyms from Alternative Forms(2):

Canonical SMILES:  Nc1ccc(N)cc1

Standard InChI:  InChI=1S/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H2

Standard InChI Key:  CBCKQZAAMUWICA-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 108.14

Molecular Weight (Monoisotopic): 108.0687

AlogP: 0.85

#Rotatable Bonds: 0

Polar Surface Area: 52.04

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 6.46

CX LogP: 0.32

CX LogD: 0.27

Aromatic Rings: 1

Heavy Atoms: 8

QED Weighted: 0.48

Np Likeness Score: -0.08

References

1. Baert B, Deconinck E, Van Gele M, Slodicka M, Stoppie P, Bodé S, Slegers G, Vander Heyden Y, Lambert J, Beetens J, De Spiegeleer B..  (2007)  Transdermal penetration behaviour of drugs: CART-clustering, QSPR and selection of model compounds.,  15  (22): [PMID:17827020] [10.1016/j.bmc.2007.07.050]

2. Matsuura M, Saikawa Y, Inui K, Nakae K, Igarashi M, Hashimoto K, Nakata M..  (2009)  Identification of the toxic trigger in mushroom poisoning.,  5  (7): [PMID:19465932] [10.1038/nchembio.179]

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

7. PubChem BioAssay data set, 

8. PubChem BioAssay data set, 

9. Nguyen T, Yang T, Go ML..  (2014)  Functionalized acridin-9-yl phenylamines protected neuronal HT22 cells from glutamate-induced cell death by reducing intracellular levels of free radical species.,  24  (7): [PMID:24602904] [10.1016/j.bmcl.2014.02.006]

10. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• IMI-CARE SARS-CoV-2 Data