NPASS drugs

Drug Information

Drug ID:	NPD6134
Drug Name:	Capadenoson
Molecular Formula:	C25H18ClN5O2S2
Canonical SMILES:	OCCOc1ccc(cc1)c1c(C#N)c(SCc2csc(n2)c2ccc(cc2)Cl)nc(c1C#N)N
Standard InCHI:	InChI=1S/C25H18ClN5O2S2/c26-17-5-1-16(2-6-17)24-30-18(13-34-24)14-35-25-21(12-28)22(20(11-27)23(29)31-25)15-3-7-19(8-4-15)33-10-9-32/h1-8,13,32H,9-10,14H2,(H2,29,31)
Standard InCHIKey:	CITWCLNVRIKQAF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6134

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	503
0.1-0.2	3523
0.2-0.3	9573
0.3-0.4	8613
0.4-0.5	7222
0.5-0.6	1361
0.6-0.7	95
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	0.6787	NPC249662
Remote Similarity	0.6637	NPC168486
Remote Similarity	0.6637	NPC222592
Remote Similarity	0.6573	NPC153467
Remote Similarity	0.6532	NPC312872
Remote Similarity	0.6498	NPC223427
Remote Similarity	0.646	NPC206201
Remote Similarity	0.6454	NPC315822
Remote Similarity	0.645	NPC56271
Remote Similarity	0.6419	NPC204385
Remote Similarity	0.6407	NPC471593
Remote Similarity	0.6375	NPC476106
Remote Similarity	0.6356	NPC72211
Remote Similarity	0.633	NPC26850
Remote Similarity	0.6325	NPC79293
Remote Similarity	0.6325	NPC279401
Remote Similarity	0.6318	NPC291535
Remote Similarity	0.6318	NPC475112
Remote Similarity	0.6318	NPC475085
Remote Similarity	0.6289	NPC470889
Remote Similarity	0.6271	NPC70259
Remote Similarity	0.6266	NPC285558
Remote Similarity	0.626	NPC471080
Remote Similarity	0.626	NPC469592
Remote Similarity	0.6256	NPC283152
Remote Similarity	0.6255	NPC475910
Remote Similarity	0.625	NPC238242
Remote Similarity	0.6245	NPC39092
Remote Similarity	0.6245	NPC70956
Remote Similarity	0.6245	NPC243834
Remote Similarity	0.623	NPC469589
Remote Similarity	0.6229	NPC43787
Remote Similarity	0.6229	NPC205934
Remote Similarity	0.6224	NPC162484
Remote Similarity	0.6213	NPC141915
Remote Similarity	0.6213	NPC133140
Remote Similarity	0.6213	NPC114335
Remote Similarity	0.6213	NPC280964
Remote Similarity	0.6213	NPC195268
Remote Similarity	0.621	NPC170114
Remote Similarity	0.6204	NPC290689
Remote Similarity	0.6193	NPC26872
Remote Similarity	0.6189	NPC470931
Remote Similarity	0.6183	NPC135887
Remote Similarity	0.6183	NPC199277
Remote Similarity	0.6171	NPC177404
Remote Similarity	0.6169	NPC470549
Remote Similarity	0.6167	NPC329747
Remote Similarity	0.616	NPC469594
Remote Similarity	0.6157	NPC469440
Remote Similarity	0.6151	NPC477532
Remote Similarity	0.6141	NPC476044
Remote Similarity	0.6141	NPC267423
Remote Similarity	0.6129	NPC266931
Remote Similarity	0.6121	NPC84478
Remote Similarity	0.6107	NPC471614
Remote Similarity	0.6107	NPC472111
Remote Similarity	0.6105	NPC51854
Remote Similarity	0.6104	NPC144114
Remote Similarity	0.6102	NPC469390
Remote Similarity	0.61	NPC477019
Remote Similarity	0.61	NPC11017
Remote Similarity	0.6089	NPC48353
Remote Similarity	0.6085	NPC160666
Remote Similarity	0.6085	NPC224327
Remote Similarity	0.6077	NPC208898
Remote Similarity	0.6073	NPC167860
Remote Similarity	0.6073	NPC123976
Remote Similarity	0.6073	NPC199667
Remote Similarity	0.6073	NPC11464
Remote Similarity	0.6071	NPC213530
Remote Similarity	0.6071	NPC193267
Remote Similarity	0.607	NPC288943
Remote Similarity	0.6067	NPC9729
Remote Similarity	0.6066	NPC137929
Remote Similarity	0.6066	NPC164374
Remote Similarity	0.6063	NPC280272
Remote Similarity	0.6058	NPC128823
Remote Similarity	0.6047	NPC477533
Remote Similarity	0.6043	NPC66083
Remote Similarity	0.6033	NPC234197
Remote Similarity	0.6032	NPC201697
Remote Similarity	0.6032	NPC473181
Remote Similarity	0.6025	NPC475774
Remote Similarity	0.6025	NPC131017
Remote Similarity	0.6024	NPC471603
Remote Similarity	0.6016	NPC193777
Remote Similarity	0.6009	NPC176127
Remote Similarity	0.6008	NPC473179
Remote Similarity	0.6008	NPC232727
Remote Similarity	0.6008	NPC252251
Remote Similarity	0.6008	NPC476997
Remote Similarity	0.6	NPC470500
Remote Similarity	0.6	NPC470930
Remote Similarity	0.6	NPC61350
Remote Similarity	0.5992	NPC4071
Remote Similarity	0.5992	NPC476582
Remote Similarity	0.5992	NPC18487
Remote Similarity	0.5992	NPC476578
Remote Similarity	0.5985	NPC41982
Remote Similarity	0.5985	NPC476996
Remote Similarity	0.5985	NPC476998
Remote Similarity	0.5984	NPC208284
Remote Similarity	0.5984	NPC132642
Remote Similarity	0.5983	NPC307963
Remote Similarity	0.5983	NPC62069
Remote Similarity	0.5977	NPC130570
Remote Similarity	0.5968	NPC473822
Remote Similarity	0.5968	NPC209769
Remote Similarity	0.5967	NPC329793
Remote Similarity	0.5962	NPC477531
Remote Similarity	0.5962	NPC99891
Remote Similarity	0.596	NPC202605
Remote Similarity	0.596	NPC112206
Remote Similarity	0.5951	NPC313189
Remote Similarity	0.5949	NPC242928
Remote Similarity	0.5946	NPC476994
Remote Similarity	0.5945	NPC308906
Remote Similarity	0.5941	NPC324149
Remote Similarity	0.5935	NPC476581
Remote Similarity	0.5935	NPC16452
Remote Similarity	0.5935	NPC36229
Remote Similarity	0.5934	NPC251090
Remote Similarity	0.5932	NPC295228
Remote Similarity	0.593	NPC2497
Remote Similarity	0.5929	NPC118511
Remote Similarity	0.5926	NPC287437
Remote Similarity	0.5923	NPC209174
Remote Similarity	0.592	NPC242923
Remote Similarity	0.5917	NPC475190
Remote Similarity	0.5916	NPC473182
Remote Similarity	0.5916	NPC96584
Remote Similarity	0.5916	NPC323198
Remote Similarity	0.5916	NPC255800
Remote Similarity	0.5907	NPC74382
Remote Similarity	0.5907	NPC206251
Remote Similarity	0.5907	NPC110151
Remote Similarity	0.5902	NPC176538
Remote Similarity	0.59	NPC201508
Remote Similarity	0.5898	NPC198503
Remote Similarity	0.5897	NPC474798
Remote Similarity	0.5897	NPC477891
Remote Similarity	0.5896	NPC251160
Remote Similarity	0.5896	NPC53069
Remote Similarity	0.5896	NPC202768
Remote Similarity	0.5896	NPC473180
Remote Similarity	0.5896	NPC203168
Remote Similarity	0.5896	NPC296482
Remote Similarity	0.5896	NPC264176
Remote Similarity	0.5896	NPC94157
Remote Similarity	0.5894	NPC277351
Remote Similarity	0.5892	NPC280638
Remote Similarity	0.5891	NPC471615
Remote Similarity	0.5889	NPC288349
Remote Similarity	0.5887	NPC135549
Remote Similarity	0.5887	NPC474595
Remote Similarity	0.5885	NPC471762
Remote Similarity	0.5884	NPC140284
Remote Similarity	0.5884	NPC75609
Remote Similarity	0.5882	NPC48317
Remote Similarity	0.588	NPC472168
Remote Similarity	0.588	NPC471304
Remote Similarity	0.588	NPC219664
Remote Similarity	0.5873	NPC478074
Remote Similarity	0.587	NPC118832
Remote Similarity	0.587	NPC165349
Remote Similarity	0.587	NPC329708
Remote Similarity	0.587	NPC274291
Remote Similarity	0.587	NPC264166
Remote Similarity	0.587	NPC47059
Remote Similarity	0.5868	NPC13880
Remote Similarity	0.5866	NPC478011
Remote Similarity	0.5863	NPC476465
Remote Similarity	0.5862	NPC56618
Remote Similarity	0.5859	NPC323969
Remote Similarity	0.5859	NPC86078
Remote Similarity	0.5858	NPC76748
Remote Similarity	0.5858	NPC134079
Remote Similarity	0.5856	NPC180504
Remote Similarity	0.5849	NPC473183
Remote Similarity	0.5847	NPC323345
Remote Similarity	0.5847	NPC470164
Remote Similarity	0.5846	NPC473185
Remote Similarity	0.5845	NPC314176
Remote Similarity	0.5844	NPC208060
Remote Similarity	0.5844	NPC267928
Remote Similarity	0.5843	NPC473041
Remote Similarity	0.5842	NPC315061
Remote Similarity	0.584	NPC475253
Remote Similarity	0.584	NPC174758
Remote Similarity	0.5837	NPC19872
Remote Similarity	0.5833	NPC96405
Remote Similarity	0.5833	NPC473184
Remote Similarity	0.5833	NPC316981
Remote Similarity	0.5833	NPC24802
Remote Similarity	0.5833	NPC171409
Remote Similarity	0.5833	NPC92111
Remote Similarity	0.5833	NPC251036
Remote Similarity	0.583	NPC313966
Remote Similarity	0.583	NPC314254

Drug Structure

NPD6134 OpenBabel08211709092D 38 41 0 0 0 0 0 0 0 0999 V2000 -3.8500 -2.1817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0310 -0.4591 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 -4.8445 -2.2862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0255 -0.5636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 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 -3.4432 -1.2681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4323 -1.4772 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 4.3301 2.5000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.1636 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 -6.4268 -1.5817 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -1.9067 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 6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -0.2976 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 6.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 16 2 0 0 0 0 2 6 2 0 0 0 0 2 16 1 0 0 0 0 3 7 1 0 0 0 0 3 15 2 0 0 0 0 4 8 2 0 0 0 0 4 15 1 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 19 2 0 0 0 0 8 19 1 0 0 0 0 9 10 1 0 0 0 0 9 32 1 0 0 0 0 10 33 1 0 0 0 0 11 20 1 0 0 0 0 11 27 3 0 0 0 0 12 21 1 0 0 0 0 12 28 3 0 0 0 0 13 18 2 0 0 0 0 13 34 1 0 0 0 0 14 18 1 0 0 0 0 14 35 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 26 1 0 0 0 0 18 30 1 0 0 0 0 19 33 1 0 0 0 0 20 22 1 0 0 0 0 20 23 2 0 0 0 0 21 22 2 0 0 0 0 21 25 1 0 0 0 0 23 29 1 0 0 0 0 23 31 1 0 0 0 0 24 30 2 0 0 0 0 24 34 1 0 0 0 0 25 31 2 0 0 0 0 25 35 1 0 0 0 0 29 36 1 0 0 0 0 29 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	519.06
ALogP	0.6654
MLogP	3.11
XLogP	4.307
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	182.38
RO5 Violation	0