ID: ALA489742

Max Phase: Preclinical

Molecular Formula: C16H13N5O4S

Molecular Weight: 371.38

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(NC(=S)N/N=C2\C(=O)Nc3ccc([N+](=O)[O-])cc32)cc1

Standard InChI:  InChI=1S/C16H13N5O4S/c1-25-11-5-2-9(3-6-11)17-16(26)20-19-14-12-8-10(21(23)24)4-7-13(12)18-15(14)22/h2-8H,1H3,(H2,17,20,26)(H,18,19,22)

Standard InChI Key:  XZCDEJOUGGFBTJ-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: 371.38

Molecular Weight (Monoisotopic): 371.0688

AlogP: 2.25

#Rotatable Bonds: 4

Polar Surface Area: 117.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.37

CX Basic pKa:

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -1.82

References

1. 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]

2. 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(1):

• Scientific Literature