3,4-Dihydro-1H-isoquinoline-2-carboxamidine

ID: ALA169901

Chembl Id: CHEMBL169901

Cas Number: 581-88-4

PubChem CID: 2966

Max Phase: Approved

Molecular Formula: C10H13N3

Molecular Weight: 175.24

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(6): Debrisoquin Sulfate | Debrisoquine sulfate | Debrisoquin sulphate | NSC-139330 | RO 5-3307/1 | Declinax

Canonical SMILES:  N=C(N)N1CCc2ccccc2C1

Standard InChI:  InChI=1S/C10H13N3/c11-10(12)13-6-5-8-3-1-2-4-9(8)7-13/h1-4H,5-7H2,(H3,11,12)

Standard InChI Key:  JWPGJSVJDAJRLW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA169901

   DEBRISOQUIN

2. Alternative Forms:

   

   ALA169901

   Tendor
3. 

   ALA169901

   DEBRISOQUIN SULFATE
4. 

   ALA169901

   ---

Molecule Features

Natural Product: Yes

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: 175.24

Molecular Weight (Monoisotopic): 175.1109

AlogP: 0.94

#Rotatable Bonds: ┄

Polar Surface Area: 53.11

Molecular Species: BASE

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 12.47

CX LogP: 1.07

CX LogD: -1.35

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.46

Np Likeness Score: -0.75

References

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2. Santana L, González-Díaz H, Quezada E, Uriarte E, Yáñez M, Viña D, Orallo F..  (2008)  Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.,  51  (21): [PMID:18834112] [10.1021/jm800656v]

3. Coxon GD, Furman BL, Harvey AL, McTavish J, Mooney MH, Arastoo M, Kennedy AR, Tettey JM, Waigh RD..  (2009)  Benzylguanidines and other galegine analogues inducing weight loss in mice.,  52  (11): [PMID:19422230] [10.1021/jm8011933]

4. Prado-Prado FJ, García-Mera X, González-Díaz H..  (2010)  Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species.,  18  (6): [PMID:20185316] [10.1016/j.bmc.2010.01.068]

5. Kruhlak NL, Choi SS, Contrera JF, Weaver JL, Willard JM, Hastings KL, Sancilio LF..  (2008)  Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.,  18  (2): [PMID:20020916] [10.1080/15376510701857262]

6. PubChem BioAssay data set, 

7.  (2008)  Casarett and Doull's Toxicology The Basic Science of Poisons, 7th edition, 

8. Kim RB, Wandel C, Leake B, Cvetkovic M, Fromm MF, Dempsey PJ, Roden MM, Belas F, Chaudhary AK, Roden DM, Wood AJ, Wilkinson GR..  (1999)  Interrelationship between substrates and inhibitors of human CYP3A and P-glycoprotein.,  16  (1): [PMID:10213372] [10.1023/a:1018877803319]

9. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

10. WHO Anatomical Therapeutic Chemical Classification, 

11. Warner DJ, Chen H, Cantin LD, Kenna JG, Stahl S, Walker CL, Noeske T..  (2012)  Mitigating the inhibition of human bile salt export pump by drugs: opportunities provided by physicochemical property modulation, in silico modeling, and structural modification.,  40  (12): [PMID:22961681] [10.1124/dmd.112.047068]

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13. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]

14. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]

15. Cooke BR, Bligh SW, Cybulski ZR, Ioannides C, Hall M..  (2012)  Debrisoquine metabolism and CYP2D expression in marmoset liver microsomes.,  40  (1): [PMID:21976620] [10.1124/dmd.111.041566]

16. Ellen Van Damme.  (2021)  Screening of ~5500 FDA-approved drugs and clinical candidates for anti-SARS-CoV-2 activity,  [10.6019/CHEMBL4651402]

17. Peiffer AL, Garlick JM, Wu Y, Wotring JW, Arora S, Harmata AS, Bochar DA, Stephenson CJ, Soellner MB, Sexton JZ, Brooks CL, Mapp AK..  (2023)  TMPRSS2 Inhibitor Discovery Facilitated through an In Silico and Biochemical Screening Platform.,  14  (6): [PMID:37284689] [10.1021/acsmedchemlett.3c00035]

18. Sutherland JJ, Yonchev D, Fekete A, Urban L..  (2023)  A preclinical secondary pharmacology resource illuminates target-adverse drug reaction associations of marketed drugs.,  14  (1): [PMID:37468498] [10.1038/s41467-023-40064-9]

Source

Source(7):

• Scientific Literature
• PubChem BioAssays
• TP-search Transporter Database
• AstraZeneca Deposited Data
• WHO Anatomical Therapeutic Chemical Classification
• SARS-CoV-2 Screening Data 2020-21
• IMI-CARE SARS-CoV-2 Data