(2S,5S,8S,13S)-5-benzyl-2-(cyclohexylmethyl)-3,6,9,15,18-pentaoxo-8-(3-(pyrazine-2-carboxamido)propyl)-1,4,7,10,14-pentaazacyclooctadec-16-ene-13-carboxylic acid

ID: ALA4465847

PubChem CID: 56593376

Max Phase: Preclinical

Molecular Formula: C36H46N8O8

Molecular Weight: 718.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1/C=C\C(=O)N[C@@H](CC2CCCCC2)C(=O)N[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCCNC(=O)c2cnccn2)C(=O)NCC[C@@H](C(=O)O)N1

Standard InChI:  InChI=1S/C36H46N8O8/c45-30-13-14-31(46)42-27(20-23-8-3-1-4-9-23)34(49)44-28(21-24-10-5-2-6-11-24)35(50)43-25(32(47)40-17-15-26(41-30)36(51)52)12-7-16-39-33(48)29-22-37-18-19-38-29/h2,5-6,10-11,13-14,18-19,22-23,25-28H,1,3-4,7-9,12,15-17,20-21H2,(H,39,48)(H,40,47)(H,41,45)(H,42,46)(H,43,50)(H,44,49)(H,51,52)/b14-13-/t25-,26-,27-,28-/m0/s1

Standard InChI Key:  LHFIQSGZMYMEJJ-SCQOSXKUSA-N

Molfile:  

 
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Alternative Forms

1. Parent:

   

   ALA4465847

   (2S,5S,8S,13S,Z)-5-Benzyl-2-(cyclohexylmethyl)-3,6,9,15,18-pentaoxo-8-(3-(pyrazine-2-carboxamido)propyl)-1,4,7,10,14-pentaazacyclooctadec-16-ene-13-carboxylic acid

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: 718.81

Molecular Weight (Monoisotopic): 718.3439

AlogP: 0.30

#Rotatable Bonds: 10

Polar Surface Area: 237.68

Molecular Species: ACID

HBA: 9

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.52

CX Basic pKa: 0.31

CX LogP: -0.41

CX LogD: -3.78

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.17

Np Likeness Score: 0.23

References

1. Franzini RM, Randolph C..  (2016)  Chemical Space of DNA-Encoded Libraries.,  59  (14): [PMID:26914744] [10.1021/acs.jmedchem.5b01874]

Source

Source(1):

• Scientific Literature