Carbazochrome

Names and Identifiers

Synonyms: Adrenochrome monosemicarbazone | Adrenochrome semicarbazone | NSC-73742

Canonical SMILES: CN1CC(O)C2=C/C(=N/NC(N)=O)C(=O)C=C21

Standard InChI: InChI=1S/C10H12N4O3/c1-14-4-9(16)5-2-6(12-13-10(11)17)8(15)3-7(5)14/h2-3,9,16H,4H2,1H3,(H3,11,13,17)/b12-6-

Standard InChI Key: XSXCZNVKFKNLPR-SDQBBNPISA-N

Molfile:

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    0.8545   -4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0679   -5.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4313   -4.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8623   -5.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -4.6605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4640   -5.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2378   -4.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3880   -5.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2532   -5.3800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293   -5.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412   -5.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8311   -4.8153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8094   -3.7239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2352   -4.5069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8222   -5.8245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117   -6.7758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366   -3.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5  1  1  0
  6  7  1  0
  7  3  1  0
  8  2  1  0
  9  6  2  0
 10 12  1  0
 11  5  1  0
 12  9  1  0
 13  7  2  0
 14 10  2  0
 15 10  1  0
 16  8  1  0
 17  5  1  0
  8 11  1  0
  4  6  1  0
M  END

Alternative Forms

Parent:

ALA2051960
CARBAZOCHROME

Associated Targets(non-human)

SARS-CoV-2 (38078 Activities)

Explore this target

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: 236.23	Molecular Weight (Monoisotopic): 236.0909	AlogP: -1.29	#Rotatable Bonds: 1
Polar Surface Area: 108.02	Molecular Species: NEUTRAL	HBA: 5	HBD: 3
#RO5 Violations: ┄	HBA (Lipinski): 7	HBD (Lipinski): 4	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 11.64	CX Basic pKa: 1.98	CX LogP: -1.22	CX LogD: -1.22
Aromatic Rings: ┄	Heavy Atoms: 17	QED Weighted: 0.39	Np Likeness Score: 0.20

References

1. Kruhlak NL, Choi SS, Contrera JF, Weaver JL, Willard JM, Hastings KL, Sancilio LF.. (2008) Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models., 18 (2): [PMID:20020916] [10.1080/15376510701857262]
2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date,
3. PubChem BioAssay data set,
4. WHO Anatomical Therapeutic Chemical Classification,
5. Franck Touret, Magali Gilles, Karine Barral, Antoine Nougairède, Etienne Decroly, Xavier de Lamballerie, Bruno Coutard. (2020) In vitro screening of a FDA approved chemical library reveals potential inhibitors of SARS-CoV-2 replication, [10.1101/2020.04.03.023846]
6. Katie Heiser, Peter F. McLean, Chadwick T. Davis, Ben Fogelson, Hannah B. Gordon, Pamela Jacobson, Brett Hurst, Ben Miller, Ronald W. Alfa, Berton A. Earnshaw, Mason L. Victors, Yolanda T. Chong, Imran S. Haque, Adeline S. Low, Christopher C. Gibson. (2020) Identification of potential treatments for COVID-19 through artificial intelligence-enabled phenomic analysis of human cells infected with SARS-CoV-2, [10.1101/2020.04.21.054387]

Source

Source(5):