(trans)-(S)-4-(4-chloro-3-(hydroxymethyl)phenoxy)-N-methyl-N-(3-methyl-4-((3-methylpiperazin-1-yl)methyl)phenyl)cyclohexanecarboxamide

ID: ALA5179573

PubChem CID: 89723534

Max Phase: Preclinical

Molecular Formula: C28H38ClN3O3

Molecular Weight: 500.08

Names and Identifiers

Canonical SMILES:  Cc1cc(N(C)C(=O)[C@H]2CC[C@H](Oc3ccc(Cl)c(CO)c3)CC2)ccc1CN1CCN[C@@H](C)C1

Standard InChI:  InChI=1S/C28H38ClN3O3/c1-19-14-24(7-4-22(19)17-32-13-12-30-20(2)16-32)31(3)28(34)21-5-8-25(9-6-21)35-26-10-11-27(29)23(15-26)18-33/h4,7,10-11,14-15,20-21,25,30,33H,5-6,8-9,12-13,16-18H2,1-3H3/t20-,21-,25-/m0/s1

Standard InChI Key:  APUHSFRBOLQWNH-WATLYSKOSA-N

Molfile:  

 
     RDKit          2D

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    1.0702    1.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5179573

   4-[4-chloro-3-(hydroxymethyl)phenoxy]-N-methyl-N-[3-methyl-4-[[(3S)-3-methylpiperazin-1-yl]methyl]phenyl]cyclohexane-1-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 500.08

Molecular Weight (Monoisotopic): 499.2602

AlogP: 4.54

#Rotatable Bonds: 7

Polar Surface Area: 65.04

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.35

CX LogP: 4.31

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.59

Np Likeness Score: -1.00

References

1. Toda N, Shida T, Takano R, Katagiri T, Hirouchi M, Abe M, Soma K, Nakagami Y, Yamazaki M..  (2022)  Discovery of DS-3801b, a non-macrolide GPR38 agonist with N-methylanilide structure.,  59  [PMID:35051575] [10.1016/j.bmcl.2022.128554]

Source

Source(1):

• Scientific Literature