(13S,16R)-N-(4-(Aminomethyl)benzyl)-3,9,15-trioxo-16-(phenylsulfonamido)-2,10,14-triaza-6(1,4)-piperazina-1,11(1,4)-dibenzenacycloheptadecaphane-13-carboxamide Tris(trifluoroacetic acid)

ID: ALA4560508

Chembl Id: CHEMBL4560508

PubChem CID: 155558368

Max Phase: Preclinical

Molecular Formula: C48H53F9N8O12S

Molecular Weight: 794.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCc1ccc(CNC(=O)[C@@H]2Cc3ccc(cc3)NC(=O)CCN3CCN(CCC(=O)Nc4ccc(cc4)C[C@@H](NS(=O)(=O)c4ccccc4)C(=O)N2)CC3)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/C42H50N8O6S.3C2HF3O2/c43-28-32-6-8-33(9-7-32)29-44-41(53)37-26-30-10-14-34(15-11-30)45-39(51)18-20-49-22-24-50(25-23-49)21-19-40(52)46-35-16-12-31(13-17-35)27-38(42(54)47-37)48-57(55,56)36-4-2-1-3-5-36;3*3-2(4,5)1(6)7/h1-17,37-38,48H,18-29,43H2,(H,44,53)(H,45,51)(H,46,52)(H,47,54);3*(H,6,7)/t37-,38+;;;/m0.../s1

Standard InChI Key:  HVEXWDUPQQGDSO-BYQQZPSGSA-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: 794.98

Molecular Weight (Monoisotopic): 794.3574

AlogP: 2.37

#Rotatable Bonds: 7

Polar Surface Area: 195.07

Molecular Species: BASE

HBA: 9

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.14

CX Basic pKa: 9.22

CX LogP: 2.00

CX LogD: -0.38

Aromatic Rings: 4

Heavy Atoms: 57

QED Weighted: 0.16

Np Likeness Score: -0.22

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