ID: ALA3357691

Max Phase: Preclinical

Molecular Formula: C20H29Cl2N5O2S

Molecular Weight: 474.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1nn(C)c(C)c1NS(=O)(=O)c1c(Cl)cc(CCCN2CCN(C)CC2)cc1Cl

Standard InChI:  InChI=1S/C20H29Cl2N5O2S/c1-14-19(15(2)26(4)23-14)24-30(28,29)20-17(21)12-16(13-18(20)22)6-5-7-27-10-8-25(3)9-11-27/h12-13,24H,5-11H2,1-4H3

Standard InChI Key:  REQUPDWBGITKAD-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: 474.46

Molecular Weight (Monoisotopic): 473.1419

AlogP: 3.32

#Rotatable Bonds: 7

Polar Surface Area: 70.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.70

CX Basic pKa: 8.19

CX LogP: 1.70

CX LogD: 1.81

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.67

Np Likeness Score: -1.79

References

1. Brand S, Norcross NR, Thompson S, Harrison JR, Smith VC, Robinson DA, Torrie LS, McElroy SP, Hallyburton I, Norval S, Scullion P, Stojanovski L, Simeons FR, van Aalten D, Frearson JA, Brenk R, Fairlamb AH, Ferguson MA, Wyatt PG, Gilbert IH, Read KD..  (2014)  Lead optimization of a pyrazole sulfonamide series of Trypanosoma brucei N-myristoyltransferase inhibitors: identification and evaluation of CNS penetrant compounds as potential treatments for stage 2 human African trypanosomiasis.,  57  (23): [PMID:25412409] [10.1021/jm500809c]

2.  (2015)  N-myristoyl transferase inhibitors, 

Source

Source(2):

• Scientific Literature
• BindingDB Database