ID: ALA5272099

Max Phase: Preclinical

Molecular Formula: C38H65N15O9S2

Molecular Weight: 940.17

Representations

Canonical SMILES:  N=C(N)NCCC[C@@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)N[C@H](CCCNC(=N)N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@H]1CCSSC[C@@H](C(N)=O)NC1=O

Standard InChI:  InChI=1S/C38H65N15O9S2/c39-28(54)12-10-24(34(60)52-26(18-20-6-2-1-3-7-20)36(62)51-25-14-17-63-64-19-27(30(40)56)53-35(25)61)50-32(58)22(9-5-16-46-38(43)44)48-31(57)21(8-4-15-45-37(41)42)49-33(59)23-11-13-29(55)47-23/h20-27H,1-19H2,(H2,39,54)(H2,40,56)(H,47,55)(H,48,57)(H,49,59)(H,50,58)(H,51,62)(H,52,60)(H,53,61)(H4,41,42,45)(H4,43,44,46)/t21-,22-,23+,24+,25+,26+,27+/m1/s1

Standard InChI Key:  GMORKTHGQGYYGH-KZPPUNKBSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 940.17

Molecular Weight (Monoisotopic): 939.4531

AlogP: -3.79

#Rotatable Bonds: 24

Polar Surface Area: 413.68

Molecular Species: BASE

HBA: 13

HBD: 15

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 19

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.69

CX Basic pKa: 11.79

CX LogP: -6.64

CX LogD: -10.50

Aromatic Rings: 0

Heavy Atoms: 64

QED Weighted: 0.02

Np Likeness Score: 0.24

References

1. Brust A, Croker DE, Colless B, Ragnarsson L, Andersson Å, Jain K, Garcia-Caraballo S, Castro J, Brierley SM, Alewood PF, Lewis RJ..  (2016)  Conopeptide-Derived κ-Opioid Agonists (Conorphins): Potent, Selective, and Metabolic Stable Dynorphin A Mimetics with Antinociceptive Properties.,  59  (6): [PMID:26859603] [10.1021/acs.jmedchem.5b00911]

Source

Source(1):

• Scientific Literature