(2S,5S,8S,11S,14S,17R,20S,21R)-8-((1H-imidazol-4-yl)methyl)-20-amino-2,11-bis(4-aminobutyl)-5,14-bis(3-guanidinopropyl)-21-hydroxy-17-(mercaptomethyl)-4,7,10,13,16,19-hexaoxo-3,6,9,12,15,18-hexaazadocosan-1-oic acid

ID: ALA4469002

Chembl Id: CHEMBL4469002

PubChem CID: 134814652

Max Phase: Preclinical

Molecular Formula: C37H69N17O9S

Molecular Weight: 928.14

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H](O)[C@H](N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)O

Standard InChI:  InChI=1S/C37H69N17O9S/c1-20(55)28(40)34(61)54-27(18-64)33(60)51-23(10-6-14-46-36(41)42)29(56)49-22(8-2-4-12-38)31(58)53-26(16-21-17-45-19-48-21)32(59)50-24(11-7-15-47-37(43)44)30(57)52-25(35(62)63)9-3-5-13-39/h17,19-20,22-28,55,64H,2-16,18,38-40H2,1H3,(H,45,48)(H,49,56)(H,50,59)(H,51,60)(H,52,57)(H,53,58)(H,54,61)(H,62,63)(H4,41,42,46)(H4,43,44,47)/t20-,22+,23+,24+,25+,26+,27+,28+/m1/s1

Standard InChI Key:  FUYNQBWMTQMMDG-HZBXQFCESA-N

Alternative Forms

1. Parent:

   

   ALA4469002

   ---

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: 928.14

Molecular Weight (Monoisotopic): 927.5185

AlogP: -5.63

#Rotatable Bonds: 33

Polar Surface Area: 462.67

Molecular Species: ZWITTERION

HBA: 15

HBD: 19

#RO5 Violations: 3

HBA (Lipinski): 26

HBD (Lipinski): 23

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.71

CX Basic pKa: 11.82

CX LogP: -10.17

CX LogD: -16.63

Aromatic Rings: 1

Heavy Atoms: 64

QED Weighted: 0.01

Np Likeness Score: 0.28

References

1. Nguyen HT, Guégan JP, Best D, van de Weghe P, Levoin N, Legembre P, Jean M..  (2019)  Probing the side chain tolerance for inhibitors of the CD95/PLCγ1 interaction.,  29  (21): [PMID:31526605] [10.1016/j.bmcl.2019.126669]

2. Nguyen HT, Guégan JP, Poissonnier A, Jouan F, Best D, van de Weghe P, Vacher P, Levoin N, Legembre P, Jean M..  (2019)  Synthesis of peptidomimetics and chemo-biological tools for CD95/PLCγ1 interaction analysis.,  29  (16): [PMID:31301931] [10.1016/j.bmcl.2019.07.006]

Source

Source(1):

• Scientific Literature