1-(8-methoxy-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl)ethan-1-one

Names and Identifiers

Canonical SMILES: COc1ccc2[nH]c3c(c2c1)CN(C(C)=O)CC3

Standard InChI: InChI=1S/C14H16N2O2/c1-9(17)16-6-5-14-12(8-16)11-7-10(18-2)3-4-13(11)15-14/h3-4,7,15H,5-6,8H2,1-2H3

Standard InChI Key: CTOQTKICLRDBJE-UHFFFAOYSA-N

Molfile:

     RDKit          2D

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   16.9747  -29.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7696  -29.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3039  -28.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0983  -28.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3362  -29.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7743  -27.8160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4300  -28.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1619  -29.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6985  -29.7093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5061  -29.5549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7742  -28.7770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2348  -28.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0411  -30.1725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7737  -30.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8436  -30.0180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4113  -30.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6169  -29.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  4  2  0
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  6  9  1  0
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  9 10  1  0
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  2 17  1  0
 17 18  1  0
M  END

Alternative Forms

Parent:

ALA3110262
2-Acetyl-8-methoxy-2,3,4,5-tetrahydro-1H-pyrido[4,3-B]indole

Associated Targets(Human)

BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

Discover Target: BAZ2B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

pyrC Dihydroorotase (41 Activities)

Discover Target: pyrC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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: No	Availability: No	Prodrug: No

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 244.29	Molecular Weight (Monoisotopic): 244.1212	AlogP: 2.08	#Rotatable Bonds: 1
Polar Surface Area: 45.33	Molecular Species: NEUTRAL	HBA: 2	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 4	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: ┄	CX LogP: 0.81	CX LogD: 0.81
Aromatic Rings: 2	Heavy Atoms: 18	QED Weighted: 0.83	Np Likeness Score: -1.05

References

1. Ferguson FM, Fedorov O, Chaikuad A, Philpott M, Muniz JR, Felletar I, von Delft F, Heightman T, Knapp S, Abell C, Ciulli A.. (2013) Targeting low-druggability bromodomains: fragment based screening and inhibitor design against the BAZ2B bromodomain., 56 (24): [PMID:24304323] [10.1021/jm401582c]
2. Rice AJ, Lei H, Santarsiero BD, Lee H, Johnson ME.. (2016) Ca-asp bound X-ray structure and inhibition of Bacillus anthracis dihydroorotase (DHOase)., 24 (19): [PMID:27499369] [10.1016/j.bmc.2016.07.055]

Source

Source(1):

Scientific Literature