ID: ALA390341

Max Phase: Preclinical

Molecular Formula: C12H11N5O3S

Molecular Weight: 305.32

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-716765
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=CCNC(=S)N/N=C1\C(=O)Nc2ccc([N+](=O)[O-])cc21

Standard InChI:  InChI=1S/C12H11N5O3S/c1-2-5-13-12(21)16-15-10-8-6-7(17(19)20)3-4-9(8)14-11(10)18/h2-4,6H,1,5H2,(H2,13,16,21)(H,14,15,18)

Standard InChI Key:  SUSOMGOBIIPPGI-UHFFFAOYSA-N

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

Properties

Molecular Weight: 305.32

Molecular Weight (Monoisotopic): 305.0583

AlogP: 0.90

#Rotatable Bonds: 4

Polar Surface Area: 108.66

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.37

CX Basic pKa:

CX LogP: 1.83

CX LogD: 1.82

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.33

Np Likeness Score: -1.97

References

1. Karali N, Gürsoy A, Kandemirli F, Shvets N, Kaynak FB, Ozbey S, Kovalishyn V, Dimoglo A..  (2007)  Synthesis and structure-antituberculosis activity relationship of 1H-indole-2,3-dione derivatives.,  15  (17): [PMID:17561405] [10.1016/j.bmc.2007.05.063]

2. Hall MD, Salam NK, Hellawell JL, Fales HM, Kensler CB, Ludwig JA, Szakács G, Hibbs DE, Gottesman MM..  (2009)  Synthesis, activity, and pharmacophore development for isatin-beta-thiosemicarbazones with selective activity toward multidrug-resistant cells.,  52  (10): [PMID:19397322] [10.1021/jm800861c]

3. PubChem BioAssay data set, 

4. Pervez H, Manzoor N, Yaqub M, Nasim F, Khan KM.  (2012)  Synthesis and biological evaluation of some N4-substituted 5-nitroisatin-3-thiosemicarbazones,  21  (9): [10.1007/s00044-011-9745-7]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays