NPASS drugs

Drug Information

Drug ID:	NPD2759
Drug Name:
Molecular Formula:	C18H14N4O3S
Canonical SMILES:	COc1cc(ccc1S(=O)c1ccccc1)c1c[nH]n2c1ncnc2=O
Standard InCHI:	InChI=1S/C18H14N4O3S/c1-25-15-9-12(14-10-21-22-17(14)19-11-20-18(22)23)7-8-16(15)26(24)13-5-3-2-4-6-13/h2-11,21H,1H3
Standard InCHIKey:	RAUZDCRFPSDXRB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2759

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	304
0.1-0.2	2666
0.2-0.3	10054
0.3-0.4	4081
0.4-0.5	12340
0.5-0.6	1420
0.6-0.7	25
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	0.6538	NPC13397
Remote Similarity	0.6337	NPC471306
Remote Similarity	0.6337	NPC471321
Remote Similarity	0.6335	NPC208280
Remote Similarity	0.6276	NPC181905
Remote Similarity	0.6272	NPC471314
Remote Similarity	0.6272	NPC471315
Remote Similarity	0.6215	NPC237227
Remote Similarity	0.6171	NPC476570
Remote Similarity	0.617	NPC292003
Remote Similarity	0.6131	NPC43275
Remote Similarity	0.6127	NPC301713
Remote Similarity	0.6124	NPC11147
Remote Similarity	0.6117	NPC203424
Remote Similarity	0.6117	NPC206372
Remote Similarity	0.6095	NPC53596
Remote Similarity	0.6095	NPC17388
Remote Similarity	0.6095	NPC289330
Remote Similarity	0.6095	NPC471308
Remote Similarity	0.6095	NPC160120
Remote Similarity	0.6062	NPC94292
Remote Similarity	0.6054	NPC474652
Remote Similarity	0.6054	NPC474649
Remote Similarity	0.6045	NPC118419
Remote Similarity	0.6037	NPC21890
Remote Similarity	0.599	NPC130921
Remote Similarity	0.5988	NPC298486
Remote Similarity	0.5979	NPC476568
Remote Similarity	0.5979	NPC247251
Remote Similarity	0.5955	NPC214869
Remote Similarity	0.5926	NPC478005
Remote Similarity	0.5924	NPC475698
Remote Similarity	0.5917	NPC120075
Remote Similarity	0.5914	NPC9373
Remote Similarity	0.5909	NPC251571
Remote Similarity	0.5909	NPC172403
Remote Similarity	0.5906	NPC263835
Remote Similarity	0.5904	NPC470019
Remote Similarity	0.5899	NPC114102
Remote Similarity	0.5893	NPC303370
Remote Similarity	0.5886	NPC29477
Remote Similarity	0.5879	NPC471316
Remote Similarity	0.5879	NPC193528
Remote Similarity	0.5876	NPC155838
Remote Similarity	0.587	NPC323204
Remote Similarity	0.5864	NPC298924
Remote Similarity	0.5864	NPC28414
Remote Similarity	0.5862	NPC211218
Remote Similarity	0.585	NPC177023
Remote Similarity	0.5843	NPC52029
Remote Similarity	0.5843	NPC195749
Remote Similarity	0.5843	NPC35961
Remote Similarity	0.5833	NPC267237
Remote Similarity	0.5829	NPC95733
Remote Similarity	0.5829	NPC62101
Remote Similarity	0.5824	NPC174754
Remote Similarity	0.5821	NPC474902
Remote Similarity	0.5819	NPC153990
Remote Similarity	0.5815	NPC83289
Remote Similarity	0.5815	NPC59661
Remote Similarity	0.5815	NPC212850
Remote Similarity	0.5815	NPC189724
Remote Similarity	0.5812	NPC52475
Remote Similarity	0.5806	NPC474553
Remote Similarity	0.5801	NPC29650
Remote Similarity	0.5798	NPC290404
Remote Similarity	0.5795	NPC22014
Remote Similarity	0.5795	NPC216816
Remote Similarity	0.5793	NPC186469
Remote Similarity	0.5792	NPC214988
Remote Similarity	0.5792	NPC254610
Remote Similarity	0.5781	NPC18614
Remote Similarity	0.5781	NPC58661
Remote Similarity	0.5778	NPC478007
Remote Similarity	0.5778	NPC130595
Remote Similarity	0.5778	NPC93882
Remote Similarity	0.5775	NPC247298
Remote Similarity	0.5773	NPC131440
Remote Similarity	0.5771	NPC217277
Remote Similarity	0.5769	NPC138365
Remote Similarity	0.5767	NPC42383
Remote Similarity	0.5763	NPC218323
Remote Similarity	0.5759	NPC276665
Remote Similarity	0.5759	NPC265473
Remote Similarity	0.5758	NPC97811
Remote Similarity	0.5756	NPC256369
Remote Similarity	0.5753	NPC222039
Remote Similarity	0.5753	NPC470247
Remote Similarity	0.5753	NPC100478
Remote Similarity	0.5751	NPC191200
Remote Similarity	0.5751	NPC291583
Remote Similarity	0.5749	NPC329731
Remote Similarity	0.5747	NPC211992
Remote Similarity	0.5746	NPC313737
Remote Similarity	0.5746	NPC285078
Remote Similarity	0.5746	NPC6854
Remote Similarity	0.5746	NPC160692
Remote Similarity	0.5745	NPC5462
Remote Similarity	0.5743	NPC143450
Remote Similarity	0.5739	NPC470008
Remote Similarity	0.5738	NPC307682
Remote Similarity	0.5738	NPC231884
Remote Similarity	0.5738	NPC42793
Remote Similarity	0.5738	NPC167944
Remote Similarity	0.5736	NPC254700
Remote Similarity	0.5736	NPC313375
Remote Similarity	0.5736	NPC314725
Remote Similarity	0.5731	NPC323948
Remote Similarity	0.573	NPC314682
Remote Similarity	0.573	NPC186898
Remote Similarity	0.5728	NPC477527
Remote Similarity	0.5727	NPC478008
Remote Similarity	0.5723	NPC321133
Remote Similarity	0.5714	NPC218530
Remote Similarity	0.5714	NPC245974
Remote Similarity	0.5714	NPC257143
Remote Similarity	0.5708	NPC476465
Remote Similarity	0.5707	NPC14600
Remote Similarity	0.5707	NPC60538
Remote Similarity	0.5707	NPC312770
Remote Similarity	0.5707	NPC160607
Remote Similarity	0.5707	NPC204848
Remote Similarity	0.5707	NPC41473
Remote Similarity	0.5707	NPC207824
Remote Similarity	0.5699	NPC328750
Remote Similarity	0.5699	NPC213206
Remote Similarity	0.5699	NPC474915
Remote Similarity	0.5699	NPC188163
Remote Similarity	0.5691	NPC80928
Remote Similarity	0.569	NPC83279
Remote Similarity	0.5686	NPC153554
Remote Similarity	0.5686	NPC222592
Remote Similarity	0.5686	NPC168486
Remote Similarity	0.5682	NPC13020
Remote Similarity	0.5682	NPC140359
Remote Similarity	0.5682	NPC328267
Remote Similarity	0.5676	NPC299583
Remote Similarity	0.5673	NPC258992
Remote Similarity	0.5673	NPC4910
Remote Similarity	0.5667	NPC262641
Remote Similarity	0.5665	NPC228040
Remote Similarity	0.5663	NPC146530
Remote Similarity	0.5661	NPC130926
Remote Similarity	0.5661	NPC189908
Remote Similarity	0.5659	NPC169766
Remote Similarity	0.5655	NPC166837
Remote Similarity	0.5648	NPC277669
Remote Similarity	0.5648	NPC76213
Remote Similarity	0.5645	NPC477837
Remote Similarity	0.5645	NPC77572
Remote Similarity	0.5645	NPC168861
Remote Similarity	0.5645	NPC477838
Remote Similarity	0.5644	NPC164608
Remote Similarity	0.5641	NPC93593
Remote Similarity	0.5641	NPC319320
Remote Similarity	0.5641	NPC287757
Remote Similarity	0.5638	NPC473804
Remote Similarity	0.5635	NPC255550
Remote Similarity	0.5635	NPC308885
Remote Similarity	0.5632	NPC41801
Remote Similarity	0.5625	NPC182119
Remote Similarity	0.5622	NPC85482
Remote Similarity	0.5622	NPC253429
Remote Similarity	0.5618	NPC476249
Remote Similarity	0.5615	NPC470925
Remote Similarity	0.561	NPC70092
Remote Similarity	0.5608	NPC119569
Remote Similarity	0.5604	NPC471953
Remote Similarity	0.5602	NPC277857
Remote Similarity	0.5602	NPC115144
Remote Similarity	0.56	NPC324702

Drug Structure

NPD2759 OpenBabel08211702552D 27 30 0 0 0 0 0 0 0 0999 V2000 4.5468 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3383 -1.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 -0.5352 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 -1.6942 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 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 -1.2872 -1.1590 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 4.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 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 13 2 0 0 0 0 6 13 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 16 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 14 2 0 0 0 0 10 21 1 0 0 0 0 11 19 1 0 0 0 0 11 20 2 0 0 0 0 12 14 1 0 0 0 0 13 26 1 0 0 0 0 14 17 1 0 0 0 0 15 16 2 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 18 23 2 0 0 0 0 21 22 1 0 0 0 0 21 27 1 0 0 0 0 24 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001878
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	121917
ChEBI
CAS Number

Drug Properties

Molecular Weight	366.08
ALogP	-2.6505
MLogP	2.56
XLogP	1.604
HDA	6
HBD	1
Rotatable Bonds	5
TPSA	102.57
RO5 Violation	0