[(6R,9S,12S,18S)-9-Benzyl-6-carbamoyl-18-(3-guanidino-propyl)-7-methyl-8,11,14,17,20-pentaoxo-2,7,10,13,16,19-hexaaza-tricyclo[24.4.0.(0)4,(30)]triaconta-1(30),3,26,28-tetraen-12-yl]acetic acid

ID: ALA4460801

Chembl Id: CHEMBL4460801

PubChem CID: 155528127

Max Phase: Preclinical

Molecular Formula: C39H52N10O8

Molecular Weight: 788.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC(=O)CCCCCc2cccc3c(c[nH]c23)C[C@@H]1C(N)=O

Standard InChI:  InChI=1S/C39H52N10O8/c1-49-30(35(40)54)19-25-21-44-34-24(13-8-14-26(25)34)12-6-3-7-16-31(50)46-27(15-9-17-43-39(41)42)36(55)45-22-32(51)47-28(20-33(52)53)37(56)48-29(38(49)57)18-23-10-4-2-5-11-23/h2,4-5,8,10-11,13-14,21,27-30,44H,3,6-7,9,12,15-20,22H2,1H3,(H2,40,54)(H,45,55)(H,46,50)(H,47,51)(H,48,56)(H,52,53)(H4,41,42,43)/t27-,28-,29-,30+/m0/s1

Standard InChI Key:  DZZGXQVCGKJMNH-GCXHJFECSA-N

Alternative Forms

1. Parent:

   

   ALA4460801

   ---

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: 788.91

Molecular Weight (Monoisotopic): 788.3970

AlogP: -0.31

#Rotatable Bonds: 9

Polar Surface Area: 294.79

Molecular Species: ZWITTERION

HBA: 8

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.98

CX Basic pKa: 11.63

CX LogP: -2.20

CX LogD: -2.20

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.08

Np Likeness Score: 0.55

References

1. Kemker I, Schnepel C, Schröder DC, Marion A, Sewald N..  (2019)  Cyclization of RGD Peptides by Suzuki-Miyaura Cross-Coupling.,  62  (16): [PMID:31306009] [10.1021/acs.jmedchem.9b00360]

Source

Source(1):

• Scientific Literature