N1-((4-(4-isopropoxyphenyl)-1H-pyrrol-3-yl)methyl)-N1-methylethane-1,2-diamine

ID: ALA3901808

Cas Number: 1831110-54-3

PubChem CID: 92136227

Product Number: M275329, Order Now?

Max Phase: Preclinical

Molecular Formula: C17H25N3O

Molecular Weight: 287.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1ccc(-c2c[nH]cc2CN(C)CCN)cc1

Standard InChI:  InChI=1S/C17H25N3O/c1-13(2)21-16-6-4-14(5-7-16)17-11-19-10-15(17)12-20(3)9-8-18/h4-7,10-11,13,19H,8-9,12,18H2,1-3H3

Standard InChI Key:  FMTVWAGUJRUAKE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -1.1832    0.3194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9981    0.4485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3726   -0.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892   -0.8699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0542   -0.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5999    0.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970    0.6893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7804    1.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4105   -0.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5773    1.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1606    1.6425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3726    1.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9233    1.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2979    2.6106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    2.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711    1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1965    1.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5342    3.3682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3592    3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7717    4.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7717    2.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  1  5  2  0
  1  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  8 10  1  0
 10 11  1  0
  2 12  1  0
 12 13  2  0
 12 17  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3901808

   MS023

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 287.41

Molecular Weight (Monoisotopic): 287.1998

AlogP: 2.86

#Rotatable Bonds: 7

Polar Surface Area: 54.28

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.45

CX LogP: 2.46

CX LogD: 0.40

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.82

Np Likeness Score: -0.78

References

1. Shen Y, Szewczyk MM, Eram MS, Smil D, Kaniskan HÜ, de Freitas RF, Senisterra G, Li F, Schapira M, Brown PJ, Arrowsmith CH, Barsyte-Lovejoy D, Liu J, Vedadi M, Jin J..  (2016)  Discovery of a Potent, Selective, and Cell-Active Dual Inhibitor of Protein Arginine Methyltransferase 4 and Protein Arginine Methyltransferase 6.,  59  (19): [PMID:27584694] [10.1021/acs.jmedchem.6b01033]

2. Shen Y, Li F, Szewczyk MM, Halabelian L, Park KS, Chau I, Dong A, Zeng H, Chen H, Meng F, Barsyte-Lovejoy D, Arrowsmith CH, Brown PJ, Liu J, Vedadi M, Jin J..  (2020)  Discovery of a First-in-Class Protein Arginine Methyltransferase 6 (PRMT6) Covalent Inhibitor.,  63  (10): [PMID:32367723] [10.1021/acs.jmedchem.0c00406]

3. Guo Z, Zhang Z, Yang H, Cao D, Xu X, Zheng X, Chen D, Wang Q, Li Y, Li J, Du Z, Wang X, Chen L, Ding J, Shen J, Geng M, Huang X, Xiong B..  (2019)  Design and Synthesis of Potent, Selective Inhibitors of Protein Arginine Methyltransferase 4 against Acute Myeloid Leukemia.,  62  (11): [PMID:31117515] [10.1021/acs.jmedchem.9b00297]

4. 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]

5. 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]

6.  (2021)  EUbOPEN Chemogenomics Library wave 1,  [10.6019/CHEMBL4689842]

7. Shen Y, Li F, Szewczyk MM, Halabelian L, Chau I, Eram MS, Dela Seña C, Park KS, Meng F, Chen H, Zeng H, Dong A, Wu H, Trush VV, McLeod D, Zepeda-Velázquez CA, Campbell RM, Mader MM, Watson BM, Schapira M, Arrowsmith CH, Al-Awar R, Barsyte-Lovejoy D, Kaniskan HÜ, Brown PJ, Vedadi M, Jin J..  (2021)  A First-in-Class, Highly Selective and Cell-Active Allosteric Inhibitor of Protein Arginine Methyltransferase 6.,  64  (7.0): [PMID:33591753] [10.1021/acs.jmedchem.0c02160]

8. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

9. EUbOPEN.  (2023)  Affinity On-target Cellular Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210121]

10. EUbOPEN.  (2023)  Affinity Biochemical Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210307]

11. EUbOPEN.  (2023)  Selectivity Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5212743]

12. Institute for Molecular Medicine Finland - High Throughput Biomedicine Unit.  (2023)  ECBD screening data for assay EOS300108,  [10.6019/EOS300108]

Source

Source(5):

• Scientific Literature
• SARS-CoV-2 Screening Data 2020-21
• EUbOPEN Chemogenomic Library
• Literature data from EUbOPEN Chemogenomic Library
• EU-OPENSCREEN dataset