ID: ALA5280997

Max Phase: Preclinical

Molecular Formula: C43H65N15O8S2

Molecular Weight: 984.22

Representations

Canonical SMILES:  N=C(N)NCCC[C@@H](NC(=O)c1cc2ccccc2cc1N)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]1CSSC[C@@H](C(N)=O)NC1=O

Standard InChI:  InChI=1S/C43H65N15O8S2/c44-27-20-25-11-5-4-10-24(25)19-26(27)36(61)53-28(12-6-16-51-42(47)48)37(62)54-29(13-7-17-52-43(49)50)38(63)55-30(14-15-34(45)59)39(64)56-31(18-23-8-2-1-3-9-23)40(65)58-33-22-68-67-21-32(35(46)60)57-41(33)66/h4-5,10-11,19-20,23,28-33H,1-3,6-9,12-18,21-22,44H2,(H2,45,59)(H2,46,60)(H,53,61)(H,54,62)(H,55,63)(H,56,64)(H,57,66)(H,58,65)(H4,47,48,51)(H4,49,50,52)/t28-,29-,30+,31+,32+,33+/m1/s1

Standard InChI Key:  LLJPMQGTLJIJPZ-LPQZNVNGSA-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: 984.22

Molecular Weight (Monoisotopic): 983.4582

AlogP: -1.41

#Rotatable Bonds: 24

Polar Surface Area: 410.60

Molecular Species: BASE

HBA: 13

HBD: 15

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 20

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.77

CX Basic pKa: 11.84

CX LogP: -3.45

CX LogD: -7.46

Aromatic Rings: 2

Heavy Atoms: 68

QED Weighted: 0.02

Np Likeness Score: 0.12

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