ID: ALA1951296

Max Phase: Preclinical

Molecular Formula: C23H28Cl2N4O2S

Molecular Weight: 495.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)Cc1cccc(-c2cc(Cl)c(S(=O)(=O)Nc3c(C)nn(C)c3C)c(Cl)c2)c1

Standard InChI:  InChI=1S/C23H28Cl2N4O2S/c1-6-29(7-2)14-17-9-8-10-18(11-17)19-12-20(24)23(21(25)13-19)32(30,31)27-22-15(3)26-28(5)16(22)4/h8-13,27H,6-7,14H2,1-5H3

Standard InChI Key:  AGAPYTXFHCVDOQ-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: 495.48

Molecular Weight (Monoisotopic): 494.1310

AlogP: 5.65

#Rotatable Bonds: 8

Polar Surface Area: 67.23

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.58

CX Basic pKa: 9.57

CX LogP: 3.40

CX LogD: 3.34

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: -1.86

References

1. Brand S, Cleghorn LA, McElroy SP, Robinson DA, Smith VC, Hallyburton I, Harrison JR, Norcross NR, Spinks D, Bayliss T, Norval S, Stojanovski L, Torrie LS, Frearson JA, Brenk R, Fairlamb AH, Ferguson MA, Read KD, Wyatt PG, Gilbert IH..  (2012)  Discovery of a novel class of orally active trypanocidal N-myristoyltransferase inhibitors.,  55  (1): [PMID:22148754] [10.1021/jm201091t]

2.  (2015)  N-myristoyl transferase inhibitors, 

Source

Source(2):

• Scientific Literature
• BindingDB Database