NPASS drugs

Drug Information

Drug ID:	NPD1204
Drug Name:	R-18893
Molecular Formula:	C14H11Cl2N3O3
Canonical SMILES:	OC(=N)C(c1c(Cl)cccc1Cl)Nc1ccccc1N(=O)=O
Standard InCHI:	InChI=1S/C14H11Cl2N3O3/c15-8-4-3-5-9(16)12(8)13(14(17)20)18-10-6-1-2-7-11(10)19(21)22/h1-7,13,18H,(H2,17,20)
Standard InCHIKey:	BSFPWNBIKBSHRL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1204

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	270
0.1-0.2	3009
0.2-0.3	11496
0.3-0.4	11216
0.4-0.5	3637
0.5-0.6	1228
0.6-0.7	34
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	0.6857	NPC313362
Remote Similarity	0.6816	NPC471785
Remote Similarity	0.6625	NPC159589
Remote Similarity	0.6478	NPC476687
Remote Similarity	0.6478	NPC476685
Remote Similarity	0.6478	NPC476689
Remote Similarity	0.6405	NPC317564
Remote Similarity	0.6329	NPC469949
Remote Similarity	0.6319	NPC325599
Remote Similarity	0.6296	NPC184437
Remote Similarity	0.628	NPC287358
Remote Similarity	0.6225	NPC205652
Remote Similarity	0.6184	NPC101139
Remote Similarity	0.6171	NPC115049
Remote Similarity	0.6158	NPC68650
Remote Similarity	0.6125	NPC476950
Remote Similarity	0.6121	NPC475707
Remote Similarity	0.6118	NPC470550
Remote Similarity	0.6118	NPC472242
Remote Similarity	0.6078	NPC140888
Remote Similarity	0.6069	NPC288445
Remote Similarity	0.6051	NPC71684
Remote Similarity	0.6048	NPC471312
Remote Similarity	0.6047	NPC254798
Remote Similarity	0.604	NPC302790
Remote Similarity	0.6039	NPC125416
Remote Similarity	0.6039	NPC147957
Remote Similarity	0.6036	NPC472241
Remote Similarity	0.6028	NPC476483
Remote Similarity	0.6027	NPC471310
Remote Similarity	0.6027	NPC178681
Remote Similarity	0.6023	NPC470824
Remote Similarity	0.6	NPC189116
Remote Similarity	0.6	NPC313352
Remote Similarity	0.5989	NPC141353
Remote Similarity	0.5978	NPC279918
Remote Similarity	0.5976	NPC43477
Remote Similarity	0.5973	NPC37584
Remote Similarity	0.5965	NPC472103
Remote Similarity	0.5957	NPC192270
Remote Similarity	0.5949	NPC475915
Remote Similarity	0.5944	NPC282231
Remote Similarity	0.5943	NPC475763
Remote Similarity	0.5931	NPC316435
Remote Similarity	0.592	NPC300596
Remote Similarity	0.592	NPC237649
Remote Similarity	0.5914	NPC288785
Remote Similarity	0.5912	NPC476118
Remote Similarity	0.5902	NPC63751
Remote Similarity	0.5902	NPC317430
Remote Similarity	0.5899	NPC36836
Remote Similarity	0.5899	NPC63370
Remote Similarity	0.5899	NPC285469
Remote Similarity	0.5897	NPC313449
Remote Similarity	0.5882	NPC293472
Remote Similarity	0.5882	NPC15573
Remote Similarity	0.5882	NPC183662
Remote Similarity	0.5882	NPC217372
Remote Similarity	0.5872	NPC477890
Remote Similarity	0.5869	NPC166655
Remote Similarity	0.5864	NPC15102
Remote Similarity	0.5856	NPC85651
Remote Similarity	0.5854	NPC226662
Remote Similarity	0.5854	NPC314431
Remote Similarity	0.5851	NPC219336
Remote Similarity	0.585	NPC291610
Remote Similarity	0.5847	NPC49954
Remote Similarity	0.5847	NPC474561
Remote Similarity	0.5847	NPC54988
Remote Similarity	0.5844	NPC296163
Remote Similarity	0.5829	NPC471743
Remote Similarity	0.5828	NPC77294
Remote Similarity	0.5824	NPC472243
Remote Similarity	0.581	NPC476464
Remote Similarity	0.5808	NPC474473
Remote Similarity	0.5808	NPC253476
Remote Similarity	0.5805	NPC264589
Remote Similarity	0.5801	NPC131718
Remote Similarity	0.5796	NPC192209
Remote Similarity	0.5793	NPC311242
Remote Similarity	0.5787	NPC469786
Remote Similarity	0.5787	NPC25008
Remote Similarity	0.5787	NPC469765
Remote Similarity	0.5787	NPC73952
Remote Similarity	0.5787	NPC259644
Remote Similarity	0.5787	NPC469763
Remote Similarity	0.5787	NPC469760
Remote Similarity	0.5781	NPC307396
Remote Similarity	0.578	NPC311330
Remote Similarity	0.5778	NPC469762
Remote Similarity	0.5775	NPC226438
Remote Similarity	0.5769	NPC476231
Remote Similarity	0.5769	NPC471663
Remote Similarity	0.5769	NPC16667
Remote Similarity	0.5761	NPC182131
Remote Similarity	0.5761	NPC160105
Remote Similarity	0.5759	NPC48938
Remote Similarity	0.5754	NPC212376
Remote Similarity	0.5754	NPC70922
Remote Similarity	0.5754	NPC211572
Remote Similarity	0.5754	NPC75540
Remote Similarity	0.5754	NPC80597
Remote Similarity	0.5752	NPC319579
Remote Similarity	0.5751	NPC94752
Remote Similarity	0.5746	NPC230869
Remote Similarity	0.5738	NPC311276
Remote Similarity	0.5735	NPC475288
Remote Similarity	0.5732	NPC470544
Remote Similarity	0.5729	NPC472294
Remote Similarity	0.5729	NPC165495
Remote Similarity	0.5723	NPC476454
Remote Similarity	0.5722	NPC34508
Remote Similarity	0.5722	NPC469785
Remote Similarity	0.5721	NPC470497
Remote Similarity	0.5714	NPC59269
Remote Similarity	0.5714	NPC323726
Remote Similarity	0.5706	NPC37548
Remote Similarity	0.5706	NPC318086
Remote Similarity	0.5706	NPC474926
Remote Similarity	0.5706	NPC325252
Remote Similarity	0.5705	NPC471318
Remote Similarity	0.5704	NPC172128
Remote Similarity	0.57	NPC470499
Remote Similarity	0.5698	NPC471132
Remote Similarity	0.5696	NPC470545
Remote Similarity	0.5691	NPC236711
Remote Similarity	0.5689	NPC53044
Remote Similarity	0.5683	NPC191863
Remote Similarity	0.5683	NPC289776
Remote Similarity	0.5683	NPC133470
Remote Similarity	0.5679	NPC283130
Remote Similarity	0.5679	NPC328683
Remote Similarity	0.5667	NPC304761
Remote Similarity	0.5667	NPC150254
Remote Similarity	0.5667	NPC147000
Remote Similarity	0.5667	NPC207726
Remote Similarity	0.5667	NPC226778
Remote Similarity	0.566	NPC470546
Remote Similarity	0.5658	NPC434
Remote Similarity	0.5658	NPC79618
Remote Similarity	0.5655	NPC303045
Remote Similarity	0.5655	NPC161972
Remote Similarity	0.5655	NPC324611
Remote Similarity	0.5652	NPC194640
Remote Similarity	0.5652	NPC102423
Remote Similarity	0.5648	NPC471742
Remote Similarity	0.5645	NPC44161
Remote Similarity	0.5641	NPC314141
Remote Similarity	0.5641	NPC187036
Remote Similarity	0.5638	NPC472123
Remote Similarity	0.5638	NPC314603
Remote Similarity	0.5635	NPC276430
Remote Similarity	0.5635	NPC172937
Remote Similarity	0.5635	NPC94167
Remote Similarity	0.5633	NPC313673
Remote Similarity	0.5628	NPC27904
Remote Similarity	0.5625	NPC314394
Remote Similarity	0.5625	NPC314372
Remote Similarity	0.5622	NPC471130
Remote Similarity	0.5615	NPC280548
Remote Similarity	0.5614	NPC218268
Remote Similarity	0.5608	NPC110500
Remote Similarity	0.5608	NPC469938
Remote Similarity	0.5608	NPC149155
Remote Similarity	0.5608	NPC203468
Remote Similarity	0.5607	NPC315348
Remote Similarity	0.5607	NPC32002
Remote Similarity	0.5604	NPC104345
Remote Similarity	0.5602	NPC248041
Remote Similarity	0.5602	NPC270009
Remote Similarity	0.5602	NPC283219
Remote Similarity	0.5602	NPC126709
Remote Similarity	0.5602	NPC197680
Remote Similarity	0.5602	NPC259098
Remote Similarity	0.56	NPC474430
Remote Similarity	0.56	NPC190296

Drug Structure

NPD1204 OpenBabel08211700192D 25 26 0 0 1 0 0 0 0 0999 V2000 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 3 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 2.5981 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 2 0 0 0 0 7 11 2 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 16 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 17 2 0 0 0 0 14 20 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 21 2 0 0 0 0 19 22 2 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009696
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.02
ALogP	1.4896
MLogP	2.12
XLogP	5.259
HDA	3
HBD	3
Rotatable Bonds	9
TPSA	99.25
RO5 Violation	1