ID: ALA1200847

Max Phase: Preclinical

Molecular Formula: C18H22N4O5S

Molecular Weight: 280.33

Molecule Type: Small molecule

Representations

Synonyms Trade Names(1): Hydroxystilbamidine Isethionate

Canonical SMILES:  N=C(N)c1ccc(/C=C/c2ccc(C(=N)N)cc2O)cc1.O=S(=O)(O)CCO

Standard InChI:  InChI=1S/C16H16N4O.C2H6O4S/c17-15(18)12-5-2-10(3-6-12)1-4-11-7-8-13(16(19)20)9-14(11)21;3-1-2-7(4,5)6/h1-9,21H,(H3,17,18)(H3,19,20);3H,1-2H2,(H,4,5,6)/b4-1+;

Standard InChI Key:  HPLUMRXCPMTSQW-DYVSEJHDSA-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: 280.33

Molecular Weight (Monoisotopic): 280.1324

AlogP: 2.13

#Rotatable Bonds: 4

Polar Surface Area: 119.97

Molecular Species: BASE

HBA: 3

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.22

CX Basic pKa: 12.14

CX LogP: 1.24

CX LogD: -1.72

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.33

Np Likeness Score: 0.45

References

1. PubChem BioAssay data set, 

2. Wang Y, Hess TN, Jones V, Zhou JZ, McNeil MR, Andrew McCammon J..  (2011)  Novel inhibitors of Mycobacterium tuberculosis dTDP-6-deoxy-L-lyxo-4-hexulose reductase (RmlD) identified by virtual screening.,  21  (23): [PMID:22014548] [10.1016/j.bmcl.2011.09.094]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays