4-azidobenzyl (2S,3S,4S,6R)-3-hydroxy-2-methyl-6-((1S,3S)-3,5,12-trihydroxy-3-(2-hydroxyacetyl)-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yloxy)tetrahydro-2H-pyran-4-ylcarbamate

ID: ALA4870676

Chembl Id: CHEMBL4870676

PubChem CID: 164618577

Max Phase: Preclinical

Molecular Formula: C35H34N4O13

Molecular Weight: 718.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](NC(=O)OCc2ccc(N=[N+]=[N-])cc2)[C@H](O)[C@H](C)O1

Standard InChI:  InChI=1S/C35H34N4O13/c1-15-29(42)20(37-34(47)50-14-16-6-8-17(9-7-16)38-39-36)10-24(51-15)52-22-12-35(48,23(41)13-40)11-19-26(22)33(46)28-27(31(19)44)30(43)18-4-3-5-21(49-2)25(18)32(28)45/h3-9,15,20,22,24,29,40,42,44,46,48H,10-14H2,1-2H3,(H,37,47)/t15-,20-,22-,24-,29+,35-/m0/s1

Standard InChI Key:  SCARNLXPXBFWJG-DYCOQEDSSA-N

Alternative Forms

1. Parent:

   

   ALA4870676

   ---

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: 718.67

Molecular Weight (Monoisotopic): 718.2122

AlogP: 2.91

#Rotatable Bonds: 9

Polar Surface Area: 267.14

Molecular Species: ACID

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.45

CX Basic pKa: ┄

CX LogP: 4.09

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.06

Np Likeness Score: 1.16

References

1. Fairhall JM, Camilli JC, Gibson BH, Hook S, Gamble AB..  (2021)  EGFR-targeted prodrug activation using bioorthogonal alkene-azide click-and-release chemistry.,  46  [PMID:34411983] [10.1016/j.bmc.2021.116361]

Source

Source(1):

• Scientific Literature