NPASS drugs

Drug Information

Drug ID:	NPD3249
Drug Name:	A-81282
Molecular Formula:	C19H15N7O2
Canonical SMILES:	OC(=O)c1cnc[nH]c1=NCc1ccc(cc1)c1ccccc1c1n[nH]nn1
Standard InCHI:	InChI=1S/C19H15N7O2/c27-19(28)16-10-20-11-22-17(16)21-9-12-5-7-13(8-6-12)14-3-1-2-4-15(14)18-23-25-26-24-18/h1-8,10-11H,9H2,(H,27,28)(H,20,21,22)(H,23,24,25,26)
Standard InCHIKey:	CFKWMUYSMBUCLR-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3249

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	224
0.1-0.2	1988
0.2-0.3	10089
0.3-0.4	13525
0.4-0.5	3925
0.5-0.6	1137
0.6-0.7	2
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6031	NPC21429
Remote Similarity	0.6012	NPC273830
Remote Similarity	0.5991	NPC62995
Remote Similarity	0.599	NPC176199
Remote Similarity	0.599	NPC215795
Remote Similarity	0.598	NPC471944
Remote Similarity	0.5959	NPC88110
Remote Similarity	0.5952	NPC72956
Remote Similarity	0.5926	NPC194411
Remote Similarity	0.5924	NPC153980
Remote Similarity	0.5924	NPC471194
Remote Similarity	0.5924	NPC471193
Remote Similarity	0.5924	NPC6865
Remote Similarity	0.5906	NPC101165
Remote Similarity	0.5886	NPC275410
Remote Similarity	0.5882	NPC472587
Remote Similarity	0.5873	NPC63751
Remote Similarity	0.5865	NPC471191
Remote Similarity	0.5856	NPC187951
Remote Similarity	0.5856	NPC37548
Remote Similarity	0.5855	NPC68354
Remote Similarity	0.5852	NPC2823
Remote Similarity	0.5841	NPC471192
Remote Similarity	0.5839	NPC317031
Remote Similarity	0.5838	NPC280290
Remote Similarity	0.5833	NPC275305
Remote Similarity	0.5833	NPC37423
Remote Similarity	0.5825	NPC213468
Remote Similarity	0.582	NPC49217
Remote Similarity	0.5811	NPC116622
Remote Similarity	0.5806	NPC92796
Remote Similarity	0.5806	NPC135141
Remote Similarity	0.5795	NPC24864
Remote Similarity	0.5787	NPC285923
Remote Similarity	0.5779	NPC278434
Remote Similarity	0.5778	NPC159856
Remote Similarity	0.5773	NPC59269
Remote Similarity	0.5761	NPC295021
Remote Similarity	0.5756	NPC474916
Remote Similarity	0.5754	NPC136002
Remote Similarity	0.5751	NPC317054
Remote Similarity	0.575	NPC321708
Remote Similarity	0.5746	NPC143872
Remote Similarity	0.5745	NPC225018
Remote Similarity	0.5743	NPC47190
Remote Similarity	0.5739	NPC125746
Remote Similarity	0.5738	NPC24678
Remote Similarity	0.5738	NPC105818
Remote Similarity	0.573	NPC38736
Remote Similarity	0.573	NPC470507
Remote Similarity	0.5722	NPC242556
Remote Similarity	0.5714	NPC194640
Remote Similarity	0.5707	NPC469975
Remote Similarity	0.5707	NPC78020
Remote Similarity	0.5692	NPC284775
Remote Similarity	0.5691	NPC279918
Remote Similarity	0.5691	NPC324445
Remote Similarity	0.5691	NPC314372
Remote Similarity	0.5687	NPC243850
Remote Similarity	0.5686	NPC202812
Remote Similarity	0.568	NPC52764
Remote Similarity	0.5676	NPC281094
Remote Similarity	0.567	NPC469938
Remote Similarity	0.567	NPC149155
Remote Similarity	0.567	NPC203468
Remote Similarity	0.567	NPC110500
Remote Similarity	0.5667	NPC190296
Remote Similarity	0.5665	NPC304187
Remote Similarity	0.5665	NPC477166
Remote Similarity	0.5665	NPC207428
Remote Similarity	0.5663	NPC164340
Remote Similarity	0.5661	NPC282231
Remote Similarity	0.5661	NPC88970
Remote Similarity	0.5659	NPC129042
Remote Similarity	0.5657	NPC300299
Remote Similarity	0.5655	NPC328683
Remote Similarity	0.5655	NPC283130
Remote Similarity	0.5654	NPC49954
Remote Similarity	0.5654	NPC474561
Remote Similarity	0.5648	NPC470498
Remote Similarity	0.5648	NPC6982
Remote Similarity	0.5647	NPC477937
Remote Similarity	0.5646	NPC193761
Remote Similarity	0.5641	NPC267885
Remote Similarity	0.564	NPC226662
Remote Similarity	0.5638	NPC206819
Remote Similarity	0.5638	NPC318065
Remote Similarity	0.5635	NPC16659
Remote Similarity	0.5632	NPC471322
Remote Similarity	0.5632	NPC478184
Remote Similarity	0.5629	NPC108339
Remote Similarity	0.5628	NPC470003
Remote Similarity	0.5622	NPC285381
Remote Similarity	0.5618	NPC207554
Remote Similarity	0.5615	NPC84317
Remote Similarity	0.5615	NPC184476
Remote Similarity	0.5611	NPC220851
Remote Similarity	0.5608	NPC122141
Remote Similarity	0.5608	NPC131718
Remote Similarity	0.5602	NPC471130

Drug Structure

NPD3249 OpenBabel08211703112D 31 34 0 0 0 0 0 0 0 0999 V2000 0.5000 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4282 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2942 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2942 0.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.4282 1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 0.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6962 -1.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.4282 2.5388 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5622 -1.9612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 14 2 0 0 0 0 4 15 2 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 12 1 0 0 0 0 9 21 1 0 0 0 0 10 16 2 0 0 0 0 10 20 1 0 0 0 0 11 20 2 0 0 0 0 11 22 1 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 18 1 0 0 0 0 16 17 1 0 0 0 0 16 19 1 0 0 0 0 17 21 2 3 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 24 1 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 22 29 1 0 0 0 0 23 25 1 0 0 0 0 24 26 2 0 0 0 0 25 26 1 0 0 0 0 25 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012593
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.13
ALogP	-2.1875
MLogP	2.56
XLogP	5.088
HDA	9
HBD	3
Rotatable Bonds	6
TPSA	128.51
RO5 Violation	1