5-Chloro-2-oxo-3-(thiophene-2-carbonyl)-2,3-dihydro-indole-1-carboxylic acid amide (tenidap)

ID: ALA1908355

Chembl Id: CHEMBL1908355

Max Phase: Phase

Molecular Formula: C14H9ClN2O3S

Molecular Weight: 320.76

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Tenidap | CP-66,248 | CP-66248

Synonyms from Alternative Forms(4): Tenidap sodium salt | Tenidap sodium | CP-66,248-2 | CP-66248-2

Canonical SMILES:  NC(=O)N1C(=O)/C(=C(\O)c2cccs2)c2cc(Cl)ccc21

Standard InChI:  InChI=1S/C14H9ClN2O3S/c15-7-3-4-9-8(6-7)11(13(19)17(9)14(16)20)12(18)10-2-1-5-21-10/h1-6,18H,(H2,16,20)/b12-11-

Standard InChI Key:  LXIKEPCNDFVJKC-QXMHVHEDSA-N

Alternative Forms

1. Parent:

   

   ALA1908355

   TENIDAP

2. Alternative Forms:

   

   ALA1908355

   TENIDAP SODIUM

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 320.76

Molecular Weight (Monoisotopic): 320.0022

AlogP: 3.25

#Rotatable Bonds: 1

Polar Surface Area: 83.63

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.83

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: -0.06

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.62

Np Likeness Score: -1.17

References

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3. Suzuki F, Kuroda T, Tamura T, Sato S, Ohmori K, Ichikawa S..  (1992)  New antiinflammatory agents. 2. 5-Phenyl-3H-imidazo[4,5-c][1,8]naphthyridin-4(5H)-ones: a new class of nonsteroidal antiinflammatory agents with potent activity like glucocorticoids.,  35  (15): [PMID:1495017] [10.1021/jm00093a020]

4. Guerra A, Campillo NE, Páez JA..  (2010)  Neural computational prediction of oral drug absorption based on CODES 2D descriptors.,  45  (3): [PMID:20022146] [10.1016/j.ejmech.2009.11.034]

5. Lai Y, Ma L, Huang W, Yu X, Zhang Y, Ji H, Tian J..  (2010)  Synthesis and biological evaluation of 3-[4-(amino/methylsulfonyl)phenyl]methylene-indolin-2-one derivatives as novel COX-1/2 and 5-LOX inhibitors.,  20  (24): [PMID:21055929] [10.1016/j.bmcl.2010.10.056]

6. Talevi A, Goodarzi M, Ortiz EV, Duchowicz PR, Bellera CL, Pesce G, Castro EA, Bruno-Blanch LE..  (2011)  Prediction of drug intestinal absorption by new linear and non-linear QSPR.,  46  (1): [PMID:21112128] [10.1016/j.ejmech.2010.11.005]

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9. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

10. Biour M, Ben Salem C, Chazouillères O, Grangé JD, Serfaty L, Poupon R..  (2004)  [Drug-induced liver injury; fourteenth updated edition of the bibliographic database of liver injuries and related drugs].,  28  (8-9): [PMID:15646539] [10.1016/s0399-8320(04)95062-2]

11. WHO Anatomical Therapeutic Chemical Classification, 

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13. Singh P, Kaur S, Sharma A, Kaur G, Bhatti R..  (2017)  TNF-α and IL-6 inhibitors: Conjugates of N-substituted indole and aminophenylmorpholin-3-one as anti-inflammatory agents.,  140  [PMID:28923390] [10.1016/j.ejmech.2017.09.003]

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Source

Source(7):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names
• DrugMatrix
• WHO Anatomical Therapeutic Chemical Classification
• SARS-CoV-2 Screening Data 2020-21
• IMI-CARE SARS-CoV-2 Data
• Fraunhofer HDAC6