(4R,7S,13S,16S,19R)-19-(2-(2-aminoacetamido)acetamido)-13-benzyl-16-(3-guanidinopropyl)-7-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carboxylic acid

ID: ALA4455309

Chembl Id: CHEMBL4455309

PubChem CID: 155525227

Max Phase: Preclinical

Molecular Formula: C31H47N11O10S2

Molecular Weight: 797.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@@H]1NC(=O)CNC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](NC(=O)CNC(=O)CN)CSSC[C@@H](C(=O)O)NC1=O

Standard InChI:  InChI=1S/C31H47N11O10S2/c1-16(43)25-29(50)41-21(30(51)52)15-54-53-14-20(38-23(45)12-36-22(44)11-32)28(49)39-18(8-5-9-35-31(33)34)27(48)40-19(10-17-6-3-2-4-7-17)26(47)37-13-24(46)42-25/h2-4,6-7,16,18-21,25,43H,5,8-15,32H2,1H3,(H,36,44)(H,37,47)(H,38,45)(H,39,49)(H,40,48)(H,41,50)(H,42,46)(H,51,52)(H4,33,34,35)/t16-,18+,19+,20+,21+,25+/m1/s1

Standard InChI Key:  TUOILNCCZMPEKR-GDGNBRJASA-N

Alternative Forms

1. Parent:

   

   ALA4455309

   ---

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: 797.92

Molecular Weight (Monoisotopic): 797.2949

AlogP: -5.03

#Rotatable Bonds: 12

Polar Surface Area: 349.15

Molecular Species: ZWITTERION

HBA: 13

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.42

CX Basic pKa: 11.47

CX LogP: -7.81

CX LogD: -8.36

Aromatic Rings: 1

Heavy Atoms: 54

QED Weighted: 0.04

Np Likeness Score: 0.87

References

1. Schönauer R, Els-Heindl S, Fischer JP, Köbberling J, Riedl B, Beck-Sickinger AG..  (2016)  Adrenomedullin 2.0: Adjusting Key Levers for Metabolic Stability.,  59  (12): [PMID:27166982] [10.1021/acs.jmedchem.6b00126]

Source

Source(1):

• Scientific Literature