(S)-2-((3S,6R,11R,16aS)-3-((1H-indol-3-yl)methyl)-11-((S)-5-guanidino-2-(methylamino)pentanamido)-7,7-dimethyl-1,4,12-trioxotetradecahydropyrrolo[2,1-j][1,2,5,8,11]dithiatriazacyclotetradecine-6-carboxamido)-4-methylpentanoic acid

ID: ALA4786197

Chembl Id: CHEMBL4786197

PubChem CID: 10259838

Max Phase: Preclinical

Molecular Formula: C37H56N10O7S2

Molecular Weight: 817.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN[C@@H](CCCNC(=N)N)C(=O)N[C@H]1CSSC(C)(C)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C37H56N10O7S2/c1-20(2)16-26(35(53)54)44-33(51)29-37(3,4)56-55-19-27(45-30(48)24(40-5)12-8-14-41-36(38)39)34(52)47-15-9-13-28(47)32(50)43-25(31(49)46-29)17-21-18-42-23-11-7-6-10-22(21)23/h6-7,10-11,18,20,24-29,40,42H,8-9,12-17,19H2,1-5H3,(H,43,50)(H,44,51)(H,45,48)(H,46,49)(H,53,54)(H4,38,39,41)/t24-,25-,26-,27-,28-,29+/m0/s1

Standard InChI Key:  LIHNVBFOGLATFW-VEIVPZTASA-N

Alternative Forms

1. Parent:

   

   ALA4786197

   Me-Arg-Cys(1)-Pro-Trp-Pen(1)-Leu-OH

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 817.05

Molecular Weight (Monoisotopic): 816.3775

AlogP: 0.80

#Rotatable Bonds: 14

Polar Surface Area: 263.73

Molecular Species: ZWITTERION

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.83

CX Basic pKa: 11.95

CX LogP: -1.53

CX LogD: -2.48

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.05

Np Likeness Score: 0.72

References

1. Chartier M,Desgagné M,Sousbie M,Côté J,Longpré JM,Marsault E,Sarret P.  (2021)  Design, Structural Optimization, and Characterization of the First Selective Macrocyclic Neurotensin Receptor Type 2 Non-opioid Analgesic.,  64  (4.0): [PMID:33538583] [10.1021/acs.jmedchem.0c01726]

Source

Source(1):

• Scientific Literature