(1-(2,5-dimethylbenzyl)-6-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-2-yl)(pyridin-4-yl)methanol

ID: ALA4743779

Cas Number: 1515888-53-5

PubChem CID: 72700327

Product Number: U421797, Order Now?

Max Phase: Preclinical

Molecular Formula: C26H25N5O

Molecular Weight: 423.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(Cn2c(C(O)c3ccncc3)nc3ccc(-c4cnn(C)c4)cc32)c1

Standard InChI:  InChI=1S/C26H25N5O/c1-17-4-5-18(2)21(12-17)16-31-24-13-20(22-14-28-30(3)15-22)6-7-23(24)29-26(31)25(32)19-8-10-27-11-9-19/h4-15,25,32H,16H2,1-3H3

Standard InChI Key:  RZGFWGNCSYUEPR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.0792   -3.7186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0781   -4.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7861   -4.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7843   -3.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4929   -3.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4932   -4.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2762   -4.7923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7599   -4.1262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2757   -3.4604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5771   -4.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9859   -4.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9854   -3.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5741   -5.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9822   -6.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8003   -6.2472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2085   -5.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7980   -4.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5289   -5.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9822   -6.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1847   -6.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6383   -6.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8909   -7.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6949   -7.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2378   -6.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8390   -6.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0379   -7.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3686   -4.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6223   -4.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0750   -5.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4831   -5.9296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825   -5.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502   -6.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
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  8 10  1  0
 10 11  1  0
 10 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
  7 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 21 25  1  0
 24 26  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 31 27  2  0
  2 27  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743779

   UCB-9260

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: 423.52

Molecular Weight (Monoisotopic): 423.2059

AlogP: 4.58

#Rotatable Bonds: 5

Polar Surface Area: 68.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: 5.02

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.47

References

1. Xiao HY,Li N,Duan JJ,Jiang B,Lu Z,Ngu K,Tino J,Kopcho LM,Lu H,Chen J,Tebben AJ,Sheriff S,Chang CY,Yanchunas J,Calambur D,Gao M,Shuster DJ,Susulic V,Xie JH,Guarino VR,Wu DR,Gregor KR,Goldstine CB,Hynes J,Macor JE,Salter-Cid L,Burke JR,Shaw PJ,Dhar TGM.  (2020)  Biologic-like In Vivo Efficacy with Small Molecule Inhibitors of TNFα Identified Using Scaffold Hopping and Structure-Based Drug Design Approaches.,  63  (23): [PMID:33261314] [10.1021/acs.jmedchem.0c01732]

2. Jahnke W,Erlanson DA,de Esch IJP,Johnson CN,Mortenson PN,Ochi Y,Urushima T.  (2020)  Fragment-to-Lead Medicinal Chemistry Publications in 2019.,  63  (24): [PMID:33226222] [10.1021/acs.jmedchem.0c01608]

3. Zheng J, Chen D, Xu J, Ding X, Wu Y, Shen HC, Tan X..  (2021)  Small molecule approaches to treat autoimmune and inflammatory diseases (Part III): Targeting cytokines and cytokine receptor complexes.,  48  [PMID:34214508] [10.1016/j.bmcl.2021.128229]

4. Dimitrova YN, Gutierrez JA, Huard K..  (2023)  It's ok to be outnumbered - sub-stoichiometric modulation of homomeric protein complexes.,  14  (1): [PMID:36760737] [10.1039/d2md00212d]

Source

Source(1):

• Scientific Literature