6-acetamido-4-(3,4,5-trimethoxyphenylamino)-1H-indole-2-carboxylic acid

ID: ALA4749277

Chembl Id: CHEMBL4749277

PubChem CID: 162651400

Max Phase: Preclinical

Molecular Formula: C20H21N3O6

Molecular Weight: 399.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2cc(NC(C)=O)cc3[nH]c(C(=O)O)cc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C20H21N3O6/c1-10(24)21-11-5-14(13-9-16(20(25)26)23-15(13)6-11)22-12-7-17(27-2)19(29-4)18(8-12)28-3/h5-9,22-23H,1-4H3,(H,21,24)(H,25,26)

Standard InChI Key:  IBVPBSGLTHYJNX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4749277

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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: 399.40

Molecular Weight (Monoisotopic): 399.1430

AlogP: 3.59

#Rotatable Bonds: 7

Polar Surface Area: 121.91

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.65

CX Basic pKa:

CX LogP: 1.85

CX LogD: -1.47

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -0.65

References

1. Cui G,Lai F,Wang X,Chen X,Xu B.  (2020)  Design, synthesis and biological evaluation of indole-2-carboxylic acid derivatives as IDO1/TDO dual inhibitors.,  188  [PMID:31881488] [10.1016/j.ejmech.2019.111985]

2. Zhang Y, Hu Z, Zhang J, Ren C, Wang Y..  (2022)  Dual-target inhibitors of indoleamine 2, 3 dioxygenase 1 (Ido1): A promising direction in cancer immunotherapy.,  238  [PMID:35696861] [10.1016/j.ejmech.2022.114524]

Source

Source(1):

• Scientific Literature