ID: ALA3144561

Max Phase: Preclinical

Molecular Formula: C46H58N8O9

Molecular Weight: 867.02

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)c1ccc(/C=C\C(=O)NCCCC[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)OC(C)(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](Cc2ccccc2)C(N)=O)cc1

Standard InChI:  InChI=1S/C46H58N8O9/c1-46(2,3)63-45(62)53-37(26-31-28-49-34-16-10-9-15-33(31)34)43(60)50-35(17-11-12-24-48-39(55)23-20-29-18-21-32(22-19-29)54(4)5)42(59)52-38(27-40(56)57)44(61)51-36(41(47)58)25-30-13-7-6-8-14-30/h6-10,13-16,18-23,28,35-38,49H,11-12,17,24-27H2,1-5H3,(H2,47,58)(H,48,55)(H,50,60)(H,51,61)(H,52,59)(H,53,62)(H,56,57)/b23-20-/t35-,36-,37-,38-/m0/s1

Standard InChI Key:  SFZHEZBBFWRDMN-ZNIVNXLTSA-N

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

Properties

Molecular Weight: 867.02

Molecular Weight (Monoisotopic): 866.4327

AlogP: 3.33

#Rotatable Bonds: 22

Polar Surface Area: 254.15

Molecular Species: ACID

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.97

CX Basic pKa: 4.80

CX LogP: 2.37

CX LogD: 0.30

Aromatic Rings: 4

Heavy Atoms: 63

QED Weighted: 0.04

Np Likeness Score: -0.22

References

1. Shiosaki K, Lin CW, Kopecka H, Craig RA, Bianchi BR, Miller TR, Witte DG, Stashko M, Nadzan AM..  (1992)  Development of potent and selective CCK-A receptor agonists from Boc-CCK-4: tetrapeptides containing Lys(N epsilon)-amide residues.,  35  (11): [PMID:1375964] [10.1021/jm00089a010]

Source

Source(1):

• Scientific Literature