(S)-N1-((2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl)-2-((S)-2-((S)-2-amino-5-guanidinopentanamido)-5-guanidinopentanamido)pentanediamide

ID: ALA5282938

Max Phase: Preclinical

Molecular Formula: C23H46N12O5

Molecular Weight: 570.70

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CCCNC(=N)N)C(N)=O

Standard InChI:  InChI=1S/C23H46N12O5/c1-3-12(2)17(18(26)37)35-21(40)15(8-9-16(25)36)34-20(39)14(7-5-11-32-23(29)30)33-19(38)13(24)6-4-10-31-22(27)28/h12-15,17H,3-11,24H2,1-2H3,(H2,25,36)(H2,26,37)(H,33,38)(H,34,39)(H,35,40)(H4,27,28,31)(H4,29,30,32)/t12-,13-,14-,15-,17-/m0/s1

Standard InChI Key:  KVBYOLYKARPVJR-BWJWTDLKSA-N

Molfile:  

 
     RDKit          2D

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 36 38  1  0
 38 39  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282938

   ---

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

Calculated Properties

Molecular Weight: 570.70

Molecular Weight (Monoisotopic): 570.3714

AlogP: -3.91

#Rotatable Bonds: 20

Polar Surface Area: 323.30

Molecular Species: BASE

HBA: 8

HBD: 12

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.04

CX Basic pKa: 11.98

CX LogP: -5.22

CX LogD: -9.97

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.04

Np Likeness Score: 0.18

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