(S)-N-(2-((S)-1-((S)-2-(4-(benzo[d]isothiazol-3-yl)piperazine-1-carbonyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylamino)-2-oxoethyl)-2-(2-(3-(4-fluorophenyl)thioureido)acetamido)-3-methylbutanamide

ID: ALA3344249

Chembl Id: CHEMBL3344249

PubChem CID: 118717636

Max Phase: Preclinical

Molecular Formula: C37H48FN9O5S2

Molecular Weight: 781.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)CNC(=S)Nc1ccc(F)cc1)C(=O)NCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N1CCN(c2nsc3ccccc23)CC1)C(C)C

Standard InChI:  InChI=1S/C37H48FN9O5S2/c1-22(2)31(42-30(49)21-40-37(53)41-25-13-11-24(38)12-14-25)34(50)39-20-29(48)43-32(23(3)4)36(52)47-15-7-9-27(47)35(51)46-18-16-45(17-19-46)33-26-8-5-6-10-28(26)54-44-33/h5-6,8,10-14,22-23,27,31-32H,7,9,15-21H2,1-4H3,(H,39,50)(H,42,49)(H,43,48)(H2,40,41,53)/t27-,31-,32-/m0/s1

Standard InChI Key:  IHQMLFPEZWJSAC-GFLPGQDNSA-N

Alternative Forms

1. Parent:

   

   ALA3344249

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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: 781.98

Molecular Weight (Monoisotopic): 781.3204

AlogP: 2.46

#Rotatable Bonds: 13

Polar Surface Area: 168.11

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.92

CX Basic pKa: 2.67

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: 3

Heavy Atoms: 54

QED Weighted: 0.16

Np Likeness Score: -1.46

References

1. Sharma A, Suhas R, Banu SH, Chandrashekar S, Gowda DC..  (2014)  Implications of N-capped urea/thiourea and C-capped 3-(1-piperazinyl)-1,2-benzisothiazole with bridging Gly-Val/Phe-Gly-Val-Pro as therapeutic targets.,  87  [PMID:25305332] [10.1016/j.ejmech.2014.09.098]

Source

Source(1):

• Scientific Literature