2-((E)-2-((E)-3-(2-((E)-3,3-Dimethyl-1-propylindolin-2-ylidene)ethylidene)-2-((3-((1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)amino)-3-oxopropyl)thio)cyclohex-1-en-1-yl)vinyl)-3,3-dimethyl-1-propyl-3H-indol-1-ium chloride

ID: ALA4475868

PubChem CID: 155538101

Max Phase: Preclinical

Molecular Formula: C48H60ClN5O5S

Molecular Weight: 819.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN1/C(=C/C=C2\CCCC(/C=C/C3=[N+](CCC)c4ccccc4C3(C)C)=C2SCCC(=O)Nc2ccn([C@H]3C[C@H](O)[C@@H](CO)O3)c(=O)n2)C(C)(C)c2ccccc21.[Cl-]

Standard InChI:  InChI=1S/C48H59N5O5S.ClH/c1-7-26-51-36-18-11-9-16-34(36)47(3,4)40(51)22-20-32-14-13-15-33(21-23-41-48(5,6)35-17-10-12-19-37(35)52(41)27-8-2)45(32)59-29-25-43(56)49-42-24-28-53(46(57)50-42)44-30-38(55)39(31-54)58-44;/h9-12,16-24,28,38-39,44,54-55H,7-8,13-15,25-27,29-31H2,1-6H3;1H/t38-,39+,44+;/m0./s1

Standard InChI Key:  CBUCLPBNOVAOCL-XRHWIWAFSA-N

Molfile:  

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M  CHG  2   1  -1  47   1
M  END

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: 819.10

Molecular Weight (Monoisotopic): 818.4310

AlogP: 8.44

#Rotatable Bonds: 14

Polar Surface Area: 119.93

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.16

CX Basic pKa: 2.54

CX LogP: 4.41

CX LogD: 4.42

Aromatic Rings: 3

Heavy Atoms: 59

QED Weighted: 0.14

Np Likeness Score: -0.06

References

1. Jiang Z, Pflug K, Usama SM, Kuai D, Yan X, Sitcheran R, Burgess K..  (2019)  Cyanine-Gemcitabine Conjugates as Targeted Theranostic Agents for Glioblastoma Tumor Cells.,  62  (20): [PMID:31469566] [10.1021/acs.jmedchem.9b01147]

Source

Source(1):

• Scientific Literature