Mono-L-aspartyl Chlorin e6

ID: ALA3735307

Chembl Id: CHEMBL3735307

PubChem CID: 137189832

Max Phase: Preclinical

Molecular Formula: C39H39N5Na4O9

Molecular Weight: 725.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC1=C(C)/C2=C/C3N=C(/C(CC(=O)N[C@@](C)(CC(=O)[O-])C(=O)[O-])=c4\[nH]/c(c(C)c4C(=O)[O-])=C\C4=N/C(=C\C1=N2)C(C)=C4CC)[C@@H](CCC(=O)[O-])[C@@H]3C.[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C39H43N5O9.4Na/c1-8-21-17(3)25-13-27-19(5)23(10-11-32(46)47)35(42-27)24(12-31(45)44-39(7,38(52)53)16-33(48)49)36-34(37(50)51)20(6)28(43-36)15-30-22(9-2)18(4)26(41-30)14-29(21)40-25;;;;/h8,13-15,19,23,27,43H,1,9-12,16H2,2-7H3,(H,44,45)(H,46,47)(H,48,49)(H,50,51)(H,52,53);;;;/q;4*+1/p-4/b25-13-,26-14-,28-15-,36-24-;;;;/t19-,23-,27?,39-;;;;/m0..../s1

Standard InChI Key:  DKUBALWTRJEAEQ-KDTPSUJGSA-J

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 725.80

Molecular Weight (Monoisotopic): 725.3061

AlogP: 3.64

#Rotatable Bonds: 12

Polar Surface Area: 231.17

Molecular Species: ZWITTERION

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.99

CX Basic pKa: 8.81

CX LogP: -3.77

CX LogD: -7.49

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.18

Np Likeness Score: 0.51

References

1. Hirohara S, Oka C, Totani M, Obata M, Yuasa J, Ito H, Tamura M, Matsui H, Kakiuchi K, Kawai T, Kawaichi M, Tanihara M..  (2015)  Synthesis, Photophysical Properties, and Biological Evaluation of trans-Bisthioglycosylated Tetrakis(fluorophenyl)chlorin for Photodynamic Therapy.,  58  (21): [PMID:26457363] [10.1021/acs.jmedchem.5b01262]

Source

Source(1):

• Scientific Literature