(S)-2-((S)-2-Acetamido-5-guanidinopentanamido)-6-amino-N-(4-(1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)butyl)hexanamide tris(hydrotrifluoroacetate)

ID: ALA4461081

Chembl Id: CHEMBL4461081

PubChem CID: 155528269

Max Phase: Preclinical

Molecular Formula: C44H59F9N10O11

Molecular Weight: 732.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)NCCCCC1CCN(CC(=O)N2c3ccccc3NC(=O)c3ccccc32)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/C38H56N10O5.3C2HF3O2/c1-26(49)44-31(15-10-22-43-38(40)41)37(53)46-30(14-6-8-20-39)36(52)42-21-9-7-11-27-18-23-47(24-19-27)25-34(50)48-32-16-4-2-12-28(32)35(51)45-29-13-3-5-17-33(29)48;3*3-2(4,5)1(6)7/h2-5,12-13,16-17,27,30-31H,6-11,14-15,18-25,39H2,1H3,(H,42,52)(H,44,49)(H,45,51)(H,46,53)(H4,40,41,43);3*(H,6,7)/t30-,31-;;;/m0.../s1

Standard InChI Key:  JKADCOFFVJKEBZ-GIHRPWDCSA-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: 732.93

Molecular Weight (Monoisotopic): 732.4435

AlogP: 2.30

#Rotatable Bonds: 19

Polar Surface Area: 227.87

Molecular Species: BASE

HBA: 8

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.54

CX Basic pKa: 15.73

CX LogP: 0.03

CX LogD: -4.86

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.06

Np Likeness Score: -0.14

References

1. Pegoli A, Wifling D, Gruber CG, She X, Hübner H, Bernhardt G, Gmeiner P, Keller M..  (2019)  Conjugation of Short Peptides to Dibenzodiazepinone-Type Muscarinic Acetylcholine Receptor Ligands Determines M₂R Selectivity.,  62  (11): [PMID:31074983] [10.1021/acs.jmedchem.8b01967]

Source

Source(1):

• Scientific Literature