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

ID: ALA4441842

Chembl Id: CHEMBL4441842

PubChem CID: 155515728

Max Phase: Preclinical

Molecular Formula: C51H56F9N9O11

Molecular Weight: 799.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc(CNC(=O)[C@@H]2Cc3ccc(cc3)NC(=O)CCN3CCN(CCC(=O)Nc4ccc(cc4)C[C@@H](NC(=O)CCc4ccccc4)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/C45H53N9O5.3C2HF3O2/c46-43(47)35-13-6-34(7-14-35)30-48-44(58)38-28-32-8-15-36(16-9-32)49-41(56)20-22-53-24-26-54(27-25-53)23-21-42(57)50-37-17-10-33(11-18-37)29-39(45(59)52-38)51-40(55)19-12-31-4-2-1-3-5-31;3*3-2(4,5)1(6)7/h1-11,13-18,38-39H,12,19-30H2,(H3,46,47)(H,48,58)(H,49,56)(H,50,57)(H,51,55)(H,52,59);3*(H,6,7)/t38-,39+;;;/m0.../s1

Standard InChI Key:  RRUCNIDBIJSCKU-LOTBSJHJSA-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: 799.98

Molecular Weight (Monoisotopic): 799.4170

AlogP: 2.96

#Rotatable Bonds: 8

Polar Surface Area: 201.85

Molecular Species: BASE

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.97

CX Basic pKa: 11.36

CX LogP: 2.41

CX LogD: -0.47

Aromatic Rings: 4

Heavy Atoms: 59

QED Weighted: 0.10

Np Likeness Score: -0.04

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