NPASS drugs

Drug Information

Drug ID:	NPD1295
Drug Name:
Molecular Formula:	C14H15N5O3S
Canonical SMILES:	COc1ccc2c(c1)c(OC(C)C)c(s2)C(=Nc1n[nH]nn1)[O-]
Standard InCHI:	InChI=1S/C14H15N5O3S/c1-7(2)22-11-9-6-8(21-3)4-5-10(9)23-12(11)13(20)15-14-16-18-19-17-14/h4-7H,1-3H3,(H2,15,16,17,18,19,20)/p-1
Standard InCHIKey:	TVVXHFWWAYXBNC-UHFFFAOYSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1295

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	258
0.1-0.2	2163
0.2-0.3	10094
0.3-0.4	4133
0.4-0.5	11056
0.5-0.6	3183
0.6-0.7	3
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	0.6494	NPC221877
Remote Similarity	0.6199	NPC321285
Remote Similarity	0.6057	NPC475698
Remote Similarity	0.5988	NPC264956
Remote Similarity	0.5951	NPC263835
Remote Similarity	0.5933	NPC95755
Remote Similarity	0.5926	NPC283616
Remote Similarity	0.5922	NPC474652
Remote Similarity	0.5922	NPC474649
Remote Similarity	0.589	NPC256369
Remote Similarity	0.5888	NPC149571
Remote Similarity	0.5868	NPC34902
Remote Similarity	0.5868	NPC121783
Remote Similarity	0.5868	NPC18449
Remote Similarity	0.5854	NPC53596
Remote Similarity	0.5854	NPC17388
Remote Similarity	0.5854	NPC471308
Remote Similarity	0.5854	NPC160120
Remote Similarity	0.5854	NPC289330
Remote Similarity	0.5843	NPC471314
Remote Similarity	0.5843	NPC474553
Remote Similarity	0.5843	NPC471315
Remote Similarity	0.5839	NPC301321
Remote Similarity	0.5829	NPC22014
Remote Similarity	0.5828	NPC329980
Remote Similarity	0.5824	NPC82862
Remote Similarity	0.5824	NPC222127
Remote Similarity	0.5823	NPC303521
Remote Similarity	0.5818	NPC475529
Remote Similarity	0.5818	NPC183262
Remote Similarity	0.5814	NPC471953
Remote Similarity	0.5806	NPC475269
Remote Similarity	0.5798	NPC46067
Remote Similarity	0.5796	NPC241549
Remote Similarity	0.5793	NPC43275
Remote Similarity	0.5786	NPC166837
Remote Similarity	0.5779	NPC472172
Remote Similarity	0.5778	NPC313414
Remote Similarity	0.5776	NPC470837
Remote Similarity	0.5774	NPC294156
Remote Similarity	0.5774	NPC256015
Remote Similarity	0.5771	NPC174754
Remote Similarity	0.5769	NPC470935
Remote Similarity	0.5769	NPC471032
Remote Similarity	0.5765	NPC473093
Remote Similarity	0.5765	NPC191302
Remote Similarity	0.5765	NPC473092
Remote Similarity	0.5765	NPC157740
Remote Similarity	0.5765	NPC8050
Remote Similarity	0.5765	NPC99798
Remote Similarity	0.5763	NPC189724
Remote Similarity	0.5763	NPC477837
Remote Similarity	0.5763	NPC477838
Remote Similarity	0.5763	NPC212850
Remote Similarity	0.5763	NPC83289
Remote Similarity	0.5761	NPC474560
Remote Similarity	0.5758	NPC471504
Remote Similarity	0.5758	NPC473290
Remote Similarity	0.5753	NPC87363
Remote Similarity	0.5753	NPC150670
Remote Similarity	0.5749	NPC188997
Remote Similarity	0.5749	NPC261661
Remote Similarity	0.5745	NPC186595
Remote Similarity	0.5742	NPC108875
Remote Similarity	0.5742	NPC38079
Remote Similarity	0.5742	NPC241224
Remote Similarity	0.574	NPC29477
Remote Similarity	0.5739	NPC78047
Remote Similarity	0.5737	NPC145990
Remote Similarity	0.5732	NPC194034
Remote Similarity	0.5732	NPC258171
Remote Similarity	0.5731	NPC281864
Remote Similarity	0.5731	NPC54321
Remote Similarity	0.5731	NPC147247
Remote Similarity	0.5731	NPC328682
Remote Similarity	0.5731	NPC246974
Remote Similarity	0.5731	NPC19694
Remote Similarity	0.5724	NPC470161
Remote Similarity	0.5723	NPC274732
Remote Similarity	0.5723	NPC97870
Remote Similarity	0.5723	NPC247018
Remote Similarity	0.5723	NPC307123
Remote Similarity	0.5723	NPC2682
Remote Similarity	0.5723	NPC96423
Remote Similarity	0.5722	NPC247298
Remote Similarity	0.5714	NPC261992
Remote Similarity	0.5714	NPC26524
Remote Similarity	0.5714	NPC211218
Remote Similarity	0.5714	NPC300166
Remote Similarity	0.5714	NPC472171
Remote Similarity	0.5706	NPC156944
Remote Similarity	0.5706	NPC112571
Remote Similarity	0.5706	NPC50683
Remote Similarity	0.5706	NPC285725
Remote Similarity	0.5706	NPC301713
Remote Similarity	0.5705	NPC473855
Remote Similarity	0.5705	NPC470393
Remote Similarity	0.5699	NPC51543
Remote Similarity	0.5696	NPC309982
Remote Similarity	0.569	NPC7744
Remote Similarity	0.5689	NPC216929
Remote Similarity	0.5689	NPC57268
Remote Similarity	0.5689	NPC312713
Remote Similarity	0.5689	NPC172676
Remote Similarity	0.5689	NPC126935
Remote Similarity	0.5689	NPC65933
Remote Similarity	0.5687	NPC21890
Remote Similarity	0.5684	NPC94292
Remote Similarity	0.5684	NPC179250
Remote Similarity	0.5684	NPC50380
Remote Similarity	0.568	NPC300955
Remote Similarity	0.568	NPC95733
Remote Similarity	0.568	NPC470008
Remote Similarity	0.568	NPC62101
Remote Similarity	0.5677	NPC90984
Remote Similarity	0.5674	NPC59661
Remote Similarity	0.5673	NPC98745
Remote Similarity	0.5673	NPC41331
Remote Similarity	0.5673	NPC291449
Remote Similarity	0.5659	NPC245974
Remote Similarity	0.5657	NPC266848
Remote Similarity	0.5657	NPC136750
Remote Similarity	0.565	NPC318591
Remote Similarity	0.565	NPC254610
Remote Similarity	0.565	NPC231163
Remote Similarity	0.5647	NPC207541
Remote Similarity	0.5647	NPC152186
Remote Similarity	0.5647	NPC71105
Remote Similarity	0.5647	NPC182147
Remote Similarity	0.5647	NPC131397
Remote Similarity	0.5647	NPC81641
Remote Similarity	0.5647	NPC476254
Remote Similarity	0.5647	NPC170583
Remote Similarity	0.5647	NPC246133
Remote Similarity	0.5644	NPC303370
Remote Similarity	0.5644	NPC167934
Remote Similarity	0.5641	NPC292792
Remote Similarity	0.564	NPC57119
Remote Similarity	0.564	NPC165128
Remote Similarity	0.564	NPC210674
Remote Similarity	0.564	NPC31707
Remote Similarity	0.564	NPC226862
Remote Similarity	0.564	NPC471306
Remote Similarity	0.564	NPC158471
Remote Similarity	0.564	NPC471321
Remote Similarity	0.564	NPC39064
Remote Similarity	0.564	NPC47283
Remote Similarity	0.5636	NPC5932
Remote Similarity	0.5633	NPC35543
Remote Similarity	0.5633	NPC233320
Remote Similarity	0.5632	NPC161557
Remote Similarity	0.5632	NPC228346
Remote Similarity	0.5632	NPC27843
Remote Similarity	0.5632	NPC158079
Remote Similarity	0.5632	NPC115207
Remote Similarity	0.5632	NPC40432
Remote Similarity	0.5632	NPC227160
Remote Similarity	0.5632	NPC82111
Remote Similarity	0.5632	NPC7171
Remote Similarity	0.5629	NPC86966
Remote Similarity	0.5629	NPC473875
Remote Similarity	0.5629	NPC212559
Remote Similarity	0.5629	NPC267064
Remote Similarity	0.5629	NPC472596
Remote Similarity	0.5628	NPC277857
Remote Similarity	0.5628	NPC115144
Remote Similarity	0.5625	NPC88868
Remote Similarity	0.5625	NPC474478
Remote Similarity	0.5625	NPC25067
Remote Similarity	0.5625	NPC170779
Remote Similarity	0.5625	NPC231251
Remote Similarity	0.5625	NPC90083
Remote Similarity	0.5621	NPC279379
Remote Similarity	0.5621	NPC328267
Remote Similarity	0.5617	NPC303522
Remote Similarity	0.5614	NPC251466
Remote Similarity	0.5614	NPC206882
Remote Similarity	0.5614	NPC88297
Remote Similarity	0.5614	NPC262573
Remote Similarity	0.5614	NPC9891
Remote Similarity	0.5614	NPC471215
Remote Similarity	0.5614	NPC186845
Remote Similarity	0.5613	NPC51633
Remote Similarity	0.5611	NPC300798
Remote Similarity	0.5611	NPC58137
Remote Similarity	0.561	NPC290470
Remote Similarity	0.561	NPC258992
Remote Similarity	0.561	NPC154256
Remote Similarity	0.5607	NPC218856
Remote Similarity	0.5607	NPC190629
Remote Similarity	0.5607	NPC470258
Remote Similarity	0.5607	NPC226788
Remote Similarity	0.5607	NPC222004
Remote Similarity	0.5607	NPC210623
Remote Similarity	0.5607	NPC273295
Remote Similarity	0.5607	NPC3439
Remote Similarity	0.5607	NPC285339
Remote Similarity	0.5607	NPC202582
Remote Similarity	0.5604	NPC471415
Remote Similarity	0.5604	NPC114119

Drug Structure

NPD1295 OpenBabel08211700192D 24 26 0 0 0 0 0 0 0 0999 V2000 5.9649 0.9293 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6777 2.0882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0418 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3097 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4437 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4437 -0.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9867 1.1372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3097 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5777 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5777 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6266 -0.5570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 -2.2321 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 8.1758 -0.3660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3176 0.3940 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6266 -2.1750 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 7 1 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 10 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 22 1 0 0 0 0 8 21 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 23 1 0 0 0 0 11 12 2 0 0 0 0 11 22 1 0 0 0 0 12 13 1 0 0 0 0 12 23 1 0 0 0 0 13 15 2 3 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 16 18 1 0 0 0 0 17 19 2 0 0 0 0 18 19 1 0 0 0 0 18 24 1 0 0 0 0 M CHG 1 20 -1 M END $$$$

External Identifiers

TTD	DIB001090
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	13961743
ChEBI
CAS Number

Drug Properties

Molecular Weight	332.08
ALogP	-0.7429
MLogP	2.01
XLogP	2.942
HDA	6
HBD	1
Rotatable Bonds	9
TPSA	136.58
RO5 Violation	0