NPASS drugs

Drug Information

Drug ID:	NPD1903
Drug Name:
Molecular Formula:	C16H14ClN3O
Canonical SMILES:	C/N=C1/CN(O)C(=c2c(=N1)ccc(c2)Cl)c1ccccc1
Standard InCHI:	InChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9,21H,10H2,1H3/b18-15-
Standard InCHIKey:	BUCORZSTKDOEKQ-SDXDJHTJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1903

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	384
0.1-0.2	5581
0.2-0.3	12173
0.3-0.4	8980
0.4-0.5	3147
0.5-0.6	574
0.6-0.7	49
0.7-0.8	2
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
Intermediate Similarity	0.748	NPC317564
Intermediate Similarity	0.7426	NPC325599
Remote Similarity	0.6963	NPC476950
Remote Similarity	0.6935	NPC77294
Remote Similarity	0.6929	NPC296163
Remote Similarity	0.6718	NPC192209
Remote Similarity	0.6692	NPC288232
Remote Similarity	0.6667	NPC164802
Remote Similarity	0.6667	NPC471310
Remote Similarity	0.6538	NPC187036
Remote Similarity	0.65	NPC108339
Remote Similarity	0.6466	NPC313449
Remote Similarity	0.6434	NPC313352
Remote Similarity	0.6395	NPC315348
Remote Similarity	0.6395	NPC32002
Remote Similarity	0.632	NPC291610
Remote Similarity	0.6311	NPC471320
Remote Similarity	0.6311	NPC471319
Remote Similarity	0.6281	NPC7067
Remote Similarity	0.6281	NPC469330
Remote Similarity	0.6241	NPC469949
Remote Similarity	0.6209	NPC321617
Remote Similarity	0.6207	NPC184437
Remote Similarity	0.6187	NPC328683
Remote Similarity	0.6187	NPC283130
Remote Similarity	0.6186	NPC473031
Remote Similarity	0.6167	NPC78154
Remote Similarity	0.6165	NPC314141
Remote Similarity	0.6154	NPC9856
Remote Similarity	0.6154	NPC302790
Remote Similarity	0.6134	NPC12429
Remote Similarity	0.6126	NPC98976
Remote Similarity	0.6119	NPC471318
Remote Similarity	0.6116	NPC470926
Remote Similarity	0.6102	NPC203076
Remote Similarity	0.6083	NPC470877
Remote Similarity	0.6071	NPC271642
Remote Similarity	0.6068	NPC169016
Remote Similarity	0.6058	NPC264580
Remote Similarity	0.6047	NPC474559
Remote Similarity	0.6033	NPC121872
Remote Similarity	0.6033	NPC476160
Remote Similarity	0.6033	NPC159178
Remote Similarity	0.6033	NPC141139
Remote Similarity	0.6033	NPC74936
Remote Similarity	0.6033	NPC471307
Remote Similarity	0.6033	NPC78041
Remote Similarity	0.6033	NPC209764
Remote Similarity	0.6029	NPC125416
Remote Similarity	0.6014	NPC478079
Remote Similarity	0.6	NPC477591
Remote Similarity	0.5983	NPC104070
Remote Similarity	0.5975	NPC476464
Remote Similarity	0.5965	NPC12857
Remote Similarity	0.5949	NPC471132
Remote Similarity	0.5946	NPC300299
Remote Similarity	0.5942	NPC320656
Remote Similarity	0.5933	NPC471312
Remote Similarity	0.5931	NPC226662
Remote Similarity	0.5917	NPC471638
Remote Similarity	0.5915	NPC290094
Remote Similarity	0.5897	NPC470111
Remote Similarity	0.5887	NPC322040
Remote Similarity	0.5887	NPC471309
Remote Similarity	0.5878	NPC473498
Remote Similarity	0.5873	NPC311242
Remote Similarity	0.587	NPC148140
Remote Similarity	0.5854	NPC471130
Remote Similarity	0.585	NPC325479
Remote Similarity	0.585	NPC53044
Remote Similarity	0.5847	NPC119677
Remote Similarity	0.5846	NPC469974
Remote Similarity	0.5846	NPC275467
Remote Similarity	0.5844	NPC477890
Remote Similarity	0.584	NPC329430
Remote Similarity	0.5828	NPC88970
Remote Similarity	0.5827	NPC220698
Remote Similarity	0.5827	NPC81561
Remote Similarity	0.58	NPC198988
Remote Similarity	0.5797	NPC470544
Remote Similarity	0.5793	NPC169625
Remote Similarity	0.5793	NPC202957
Remote Similarity	0.5786	NPC54102
Remote Similarity	0.5786	NPC162689
Remote Similarity	0.5772	NPC172128
Remote Similarity	0.5769	NPC474430
Remote Similarity	0.5764	NPC122718
Remote Similarity	0.5762	NPC325252
Remote Similarity	0.5758	NPC45033
Remote Similarity	0.5755	NPC470545
Remote Similarity	0.5752	NPC299134
Remote Similarity	0.5752	NPC2823
Remote Similarity	0.5749	NPC116961
Remote Similarity	0.5748	NPC33168
Remote Similarity	0.5743	NPC476689
Remote Similarity	0.5743	NPC476685
Remote Similarity	0.5743	NPC207428
Remote Similarity	0.5743	NPC476687
Remote Similarity	0.5738	NPC262393
Remote Similarity	0.5726	NPC226438
Remote Similarity	0.5724	NPC314102
Remote Similarity	0.5724	NPC251722
Remote Similarity	0.5723	NPC40070
Remote Similarity	0.5723	NPC471609
Remote Similarity	0.5714	NPC125144
Remote Similarity	0.5714	NPC470546
Remote Similarity	0.5714	NPC303045
Remote Similarity	0.5714	NPC121708
Remote Similarity	0.5714	NPC161972
Remote Similarity	0.5714	NPC15839
Remote Similarity	0.5704	NPC215519
Remote Similarity	0.5702	NPC258046
Remote Similarity	0.5694	NPC46358
Remote Similarity	0.5693	NPC35850
Remote Similarity	0.5693	NPC276949
Remote Similarity	0.5692	NPC239854
Remote Similarity	0.5683	NPC147957
Remote Similarity	0.5679	NPC115049
Remote Similarity	0.5678	NPC307456
Remote Similarity	0.5669	NPC25565
Remote Similarity	0.5649	NPC104483
Remote Similarity	0.5649	NPC471574
Remote Similarity	0.5645	NPC191444
Remote Similarity	0.5644	NPC477887
Remote Similarity	0.5641	NPC20144
Remote Similarity	0.5638	NPC22079
Remote Similarity	0.5636	NPC225018
Remote Similarity	0.5635	NPC476483
Remote Similarity	0.5633	NPC254798
Remote Similarity	0.563	NPC14326
Remote Similarity	0.5625	NPC475439
Remote Similarity	0.5625	NPC472258
Remote Similarity	0.5625	NPC473501
Remote Similarity	0.5621	NPC125746
Remote Similarity	0.5608	NPC89490
Remote Similarity	0.5603	NPC325662
Remote Similarity	0.5603	NPC98269
Remote Similarity	0.56	NPC245259
Remote Similarity	0.56	NPC256893

Drug Structure

NPD1903 OpenBabel08211701392D 22 24 0 0 0 0 0 0 0 0999 V2000 -3.2824 -1.2826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6784 2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 -0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1890 4.1906 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.2852 -1.3574 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2219 0.3349 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 0.9309 -0.3653 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7127 0.2581 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 12 2 0 0 0 0 9 13 1 0 0 0 0 10 15 1 0 0 0 0 10 20 1 0 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 16 2 0 0 0 0 14 19 2 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000084
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2712
ChEBI
CAS Number

Drug Properties

Molecular Weight	299.08
ALogP	-1.0303
MLogP	2.67
XLogP	3.221
HDA	2
HBD	1
Rotatable Bonds	4
TPSA	48.19
RO5 Violation	0