(S)-2-((S)-3-((3S,6R,9S,12S,15S,18R,23R,26S,29S,34aS,37S)-37-(2-aminoacetamido)-15-(3-aminopropyl)-29-(carboxymethyl)-3,9-bis(3-guanidinopropyl)-12-(4-hydroxy-3-iodobenzyl)-26-((R)-1-hydroxyethyl)-22,22-dimethyl-1,4,7,10,13,16,24,27,30,36-decaoxodotriacontahydro-23,6-(epiminopropanodithiomethano)pyrrolo[2,1-v][1,2,5,8,11,14,17,20,23,26,29]dithianonaazacyclodotriacontine-18-carboxamido)-4-(4-hydroxyphenyl)butanamido)-5-guanidinopentanoic acid

ID: ALA5219936

Chembl Id: CHEMBL5219936

PubChem CID: 168298127

Max Phase: Preclinical

Molecular Formula: C71H109IN24O20S4

Molecular Weight: 1873.97

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@@H]1NC(=O)[C@H]2NC(=O)[C@H](NC(=O)CN)CSSC[C@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H]3CCCN3C(=O)[C@H](CC(=O)O)NC1=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1ccc(O)c(I)c1)C(=O)N[C@@H](CCCN)C(=O)N[C@H](C(=O)N[C@H](CC(=O)N[C@@H](CCCNC(=N)N)C(=O)O)Cc1ccc(O)cc1)CSSC2(C)C

Standard InChI:  InChI=1S/C71H109IN24O20S4/c1-34(97)54-64(112)91-45(29-53(102)103)66(114)96-24-8-13-49(96)63(111)89-42(11-6-22-82-69(77)78)58(106)92-47-32-118-117-31-46(86-52(101)30-74)62(110)95-55(65(113)94-54)71(2,3)120-119-33-48(60(108)84-37(25-35-14-17-38(98)18-15-35)28-51(100)85-43(67(115)116)12-7-23-83-70(79)80)93-57(105)40(9-4-20-73)87-59(107)44(27-36-16-19-50(99)39(72)26-36)90-56(104)41(88-61(47)109)10-5-21-81-68(75)76/h14-19,26,34,37,40-49,54-55,97-99H,4-13,20-25,27-33,73-74H2,1-3H3,(H,84,108)(H,85,100)(H,86,101)(H,87,107)(H,88,109)(H,89,111)(H,90,104)(H,91,112)(H,92,106)(H,93,105)(H,94,113)(H,95,110)(H,102,103)(H,115,116)(H4,75,76,81)(H4,77,78,82)(H4,79,80,83)/t34-,37+,40+,41+,42+,43+,44+,45+,46-,47+,48+,49+,54+,55-/m1/s1

Standard InChI Key:  PREQDDPQCXZODC-TZHKBYJCSA-N

Alternative Forms

1. Parent:

   

   ALA5219936

   ---

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: 1873.97

Molecular Weight (Monoisotopic): 1872.6178

AlogP:

#Rotatable Bonds:

Polar Surface Area:

Molecular Species:

HBA:

HBD:

#RO5 Violations:

HBA (Lipinski):

HBD (Lipinski):

#RO5 Violations (Lipinski):

CX Acidic pKa:

CX Basic pKa:

CX LogP:

CX LogD:

Aromatic Rings:

Heavy Atoms:

QED Weighted:

Np Likeness Score:

References

1. Gajewiak J, Christensen SB, Dowell C, Hararah F, Fisher F, Huynh PN, Olivera BM, McIntosh JM..  (2021)  Selective Penicillamine Substitution Enables Development of a Potent Analgesic Peptide that Acts through a Non-Opioid-Based Mechanism.,  64  (13.0): [PMID:34142837] [10.1021/acs.jmedchem.1c00512]

Source

Source(1):

• Scientific Literature