7-(diprop-2-ynylamino)-2-oxo-2H-chromene-3-carboxylic acid

Names and Identifiers

Canonical SMILES: C#CCN(CC#C)c1ccc2cc(C(=O)O)c(=O)oc2c1

Standard InChI: InChI=1S/C16H11NO4/c1-3-7-17(8-4-2)12-6-5-11-9-13(15(18)19)16(20)21-14(11)10-12/h1-2,5-6,9-10H,7-8H2,(H,18,19)

Standard InChI Key: UDBJVBGONKDLFY-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    2.6024   -2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -1.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387   -0.8963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2991    3.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8994    3.7477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1981    2.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4994    3.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5398    4.3410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9051    5.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2072    5.9948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2484    6.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 11 12  1  0
 12 13  1  0
 13  4  1  0
 13 14  2  0
  9 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  3  0
 15 19  1  0
 19 20  1  0
 20 21  3  0
M  END

Alternative Forms

Parent:

ALA3814638
7-[Bis(prop-2-ynyl)amino]-2-oxochromene-3-carboxylic acid

Associated Targets(Human)

MDA-MB-231 (73002 Activities)

Explore this target

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

Associated Targets(non-human)

Slc16a1 Monocarboxylate transporter 1 (151 Activities)

Discover Target: Slc16a1

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

Molecule Features

Natural Product: No	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: 281.27	Molecular Weight (Monoisotopic): 281.0688	AlogP: 1.56	#Rotatable Bonds: 4
Polar Surface Area: 70.75	Molecular Species: ACID	HBA: 4	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 3.06	CX Basic pKa: ┄	CX LogP: 1.93	CX LogD: -1.53
Aromatic Rings: 2	Heavy Atoms: 21	QED Weighted: 0.68	Np Likeness Score: -0.45

References

1. Gurrapu S, Jonnalagadda SK, Alam MA, Ronayne CT, Nelson GL, Solano LN, Lueth EA, Drewes LR, Mereddy VR.. (2016) Coumarin carboxylic acids as monocarboxylate transporter 1 inhibitors: In vitro and in vivo studies as potential anticancer agents., 26 (14): [PMID:27241692] [10.1016/j.bmcl.2016.05.054]
2. (2016) Therapeutic compounds,

Source

Source(2):