N-[(8R,15S,18S)-15,18-bis(4-aminobutyl)-4,7,14,17,20-pentaoxo-11-oxa-3,6,13,16,19-pentaazabicyclo[20.3.1]hexacosa-1(25),22(26),23-trien-8-yl]guanidine

ID: ALA5204492

Chembl Id: CHEMBL5204492

PubChem CID: 168294050

Max Phase: Preclinical

Molecular Formula: C29H48N10O6

Molecular Weight: 632.77

Names and Identifiers

Canonical SMILES:  N=C(N)N[C@@H]1CCOCNC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)Cc2cccc(c2)CNC(=O)CNC1=O

Standard InChI:  InChI=1S/C29H48N10O6/c30-11-3-1-8-21-27(43)36-18-45-13-10-23(39-29(32)33)26(42)35-17-25(41)34-16-20-7-5-6-19(14-20)15-24(40)37-22(28(44)38-21)9-2-4-12-31/h5-7,14,21-23H,1-4,8-13,15-18,30-31H2,(H,34,41)(H,35,42)(H,36,43)(H,37,40)(H,38,44)(H4,32,33,39)/t21-,22-,23+/m0/s1

Standard InChI Key:  PWCSLRLSAXGYNS-RJGXRXQPSA-N

Alternative Forms

1. Parent:

   

   ALA5204492

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 632.77

Molecular Weight (Monoisotopic): 632.3758

AlogP: -2.47

#Rotatable Bonds: 9

Polar Surface Area: 268.67

Molecular Species: BASE

HBA: 9

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.76

CX Basic pKa: 11.05

CX LogP: -4.08

CX LogD: -11.16

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.08

Np Likeness Score: 0.96

References

1. Huber S, Braun NJ, Schmacke LC, Quek JP, Murra R, Bender D, Hildt E, Luo D, Heine A, Steinmetzer T..  (2022)  Structure-Based Optimization and Characterization of Macrocyclic Zika Virus NS2B-NS3 Protease Inhibitors.,  65  (9.0): [PMID:35475620] [10.1021/acs.jmedchem.1c01860]

Source

Source(1):

• Scientific Literature