2-{[(4-{[(4-{[(4-Chlorophenyl)(imino)methyl]amino}-1-methyl-1H-pyrrol-2-yl)carbonyl]amino}-1-methyl-1Hpyrrol-2-yl)carbonyl]amino}-N-[3-(dimethylamino)propyl]-5-isopentyl-1,3-thiazole-4-carboxamide

ID: ALA4177453

Chembl Id: CHEMBL4177453

PubChem CID: 145972717

Max Phase: Preclinical

Molecular Formula: C33H42ClN9O3S

Molecular Weight: 680.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCc1sc(NC(=O)c2cc(NC(=O)c3cc(NC(=N)c4ccc(Cl)cc4)cn3C)cn2C)nc1C(=O)NCCCN(C)C

Standard InChI:  InChI=1S/C33H42ClN9O3S/c1-20(2)8-13-27-28(32(46)36-14-7-15-41(3)4)39-33(47-27)40-31(45)26-17-24(19-43(26)6)38-30(44)25-16-23(18-42(25)5)37-29(35)21-9-11-22(34)12-10-21/h9-12,16-20H,7-8,13-15H2,1-6H3,(H2,35,37)(H,36,46)(H,38,44)(H,39,40,45)

Standard InChI Key:  RQGUWZFDHUISNL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4177453

   ---

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

Calculated Properties

Molecular Weight: 680.28

Molecular Weight (Monoisotopic): 679.2820

AlogP: 5.69

#Rotatable Bonds: 14

Polar Surface Area: 149.17

Molecular Species: BASE

HBA: 9

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.66

CX Basic pKa: 9.30

CX LogP: 5.46

CX LogD: 3.15

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.07

Np Likeness Score: -1.07

References

1. Scott FJ, Nichol RJO, Khalaf AI, Giordani F, Gillingwater K, Ramu S, Elliott A, Zuegg J, Duffy P, Rosslee MJ, Hlaka L, Kumar S, Ozturk M, Brombacher F, Barrett M, Guler R, Suckling CJ..  (2017)  An evaluation of Minor Groove Binders as anti-fungal and anti-mycobacterial therapeutics.,  136  [PMID:28544982] [10.1016/j.ejmech.2017.05.039]

2. Nichol RJO, Khalaf AI, Sooda K, Hussain O, Griffiths HBS, Phillips R, Javid FA, Suckling CJ, Allison SJ, Scott FJ..  (2019)  Selective in vitro anti-cancer activity of non-alkylating minor groove binders.,  10  (9): [PMID:32952999] [10.1039/C9MD00268E]

Source

Source(1):

• Scientific Literature