(11S,14R)-N-(4-Carbamimidoylbenzyl)-14-((N-cyclohexylsulfamoyl)amino)-3,7,13-trioxo-2,8,12-triaza-5(1,4)-piperazina-1,9-(1,4)-dibenzenacyclopentadecaphane-11-carboxamide Tris(trifluoroacetic acid)

ID: ALA4454130

Chembl Id: CHEMBL4454130

PubChem CID: 155523885

Max Phase: Preclinical

Molecular Formula: C46H55F9N10O12S

Molecular Weight: 800.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@@H]2Cc3ccc(cc3)NC(=O)CN3CCN(CC3)CC(=O)Nc3ccc(cc3)C[C@@H](NS(=O)(=O)NC3CCCCC3)C(=O)N2)cc1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C40H52N10O6S.3C2HF3O2/c41-38(42)30-12-6-29(7-13-30)24-43-39(53)34-22-27-8-14-31(15-9-27)44-36(51)25-49-18-20-50(21-19-49)26-37(52)45-32-16-10-28(11-17-32)23-35(40(54)46-34)48-57(55,56)47-33-4-2-1-3-5-33;3*3-2(4,5)1(6)7/h6-17,33-35,47-48H,1-5,18-26H2,(H3,41,42)(H,43,53)(H,44,51)(H,45,52)(H,46,54);3*(H,6,7)/t34-,35+;;;/m0.../s1

Standard InChI Key:  KMNGCOQBSMCHCQ-GXPAHXHVSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 800.99

Molecular Weight (Monoisotopic): 800.3792

AlogP: 1.19

#Rotatable Bonds: 8

Polar Surface Area: 230.95

Molecular Species: BASE

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.32

CX Basic pKa: 11.32

CX LogP: 0.70

CX LogD: -0.94

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.12

Np Likeness Score: -0.12

References

1. Hinkes S, Wuttke A, Saupe SM, Ivanova T, Wagner S, Knörlein A, Heine A, Klebe G, Steinmetzer T..  (2016)  Optimization of Cyclic Plasmin Inhibitors: From Benzamidines to Benzylamines.,  59  (13): [PMID:27280436] [10.1021/acs.jmedchem.6b00606]

Source

Source(1):

• Scientific Literature