NPASS drugs

Drug Information

Drug ID:	NPD6228
Drug Name:	TAK-603
Molecular Formula:	C25H26N4O6
Canonical SMILES:	CCOC(=O)c1c(Cn2ncnc2)nc2c(c1c1ccc(c(c1)OC)OC)cc(c(c2)OC)OC
Standard InCHI:	InChI=1S/C25H26N4O6/c1-6-35-25(30)24-18(12-29-14-26-13-27-29)28-17-11-22(34-5)21(33-4)10-16(17)23(24)15-7-8-19(31-2)20(9-15)32-3/h7-11,13-14H,6,12H2,1-5H3
Standard InCHIKey:	CLQRMSBSMHXMMC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6228

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	431
0.1-0.2	2726
0.2-0.3	9817
0.3-0.4	3848
0.4-0.5	10864
0.5-0.6	2100
0.6-0.7	1011
0.7-0.8	93
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	0.7787	NPC303374
Intermediate Similarity	0.7585	NPC472098
Intermediate Similarity	0.751	NPC471762
Intermediate Similarity	0.749	NPC62995
Intermediate Similarity	0.748	NPC101350
Intermediate Similarity	0.7469	NPC157931
Intermediate Similarity	0.7451	NPC270515
Intermediate Similarity	0.7449	NPC260434
Intermediate Similarity	0.744	NPC235685
Intermediate Similarity	0.7438	NPC472099
Intermediate Similarity	0.7437	NPC264176
Intermediate Similarity	0.7418	NPC122436
Intermediate Similarity	0.7407	NPC60621
Intermediate Similarity	0.7406	NPC236668
Intermediate Similarity	0.7375	NPC146976
Intermediate Similarity	0.7368	NPC66777
Intermediate Similarity	0.736	NPC253675
Intermediate Similarity	0.7356	NPC74619
Intermediate Similarity	0.7348	NPC100734
Intermediate Similarity	0.7348	NPC315634
Intermediate Similarity	0.7348	NPC88923
Intermediate Similarity	0.7309	NPC217176
Intermediate Similarity	0.7305	NPC178858
Intermediate Similarity	0.729	NPC284685
Intermediate Similarity	0.7287	NPC51854
Intermediate Similarity	0.7273	NPC148183
Intermediate Similarity	0.7273	NPC152768
Intermediate Similarity	0.7248	NPC63971
Intermediate Similarity	0.7248	NPC91868
Intermediate Similarity	0.7248	NPC9729
Intermediate Similarity	0.7227	NPC188400
Intermediate Similarity	0.7197	NPC191489
Intermediate Similarity	0.7192	NPC56271
Intermediate Similarity	0.718	NPC132385
Intermediate Similarity	0.7177	NPC21638
Intermediate Similarity	0.7176	NPC168922
Intermediate Similarity	0.7155	NPC4687
Intermediate Similarity	0.7148	NPC53534
Intermediate Similarity	0.7143	NPC472068
Intermediate Similarity	0.7143	NPC96321
Intermediate Similarity	0.7143	NPC473041
Intermediate Similarity	0.7137	NPC470020
Intermediate Similarity	0.7121	NPC295452
Intermediate Similarity	0.7121	NPC171393
Intermediate Similarity	0.712	NPC478078
Intermediate Similarity	0.7119	NPC234197
Intermediate Similarity	0.7116	NPC152620
Intermediate Similarity	0.7115	NPC22481
Intermediate Similarity	0.7115	NPC329631
Intermediate Similarity	0.7114	NPC308906
Intermediate Similarity	0.7113	NPC300156
Intermediate Similarity	0.7112	NPC133140
Intermediate Similarity	0.7112	NPC195268
Intermediate Similarity	0.7097	NPC210434
Intermediate Similarity	0.7095	NPC174758
Intermediate Similarity	0.7092	NPC246381
Intermediate Similarity	0.7088	NPC472067
Intermediate Similarity	0.7088	NPC472066
Intermediate Similarity	0.7088	NPC472031
Intermediate Similarity	0.7085	NPC323969
Intermediate Similarity	0.7083	NPC193238
Intermediate Similarity	0.7082	NPC148889
Intermediate Similarity	0.7078	NPC202768
Intermediate Similarity	0.7078	NPC296482
Intermediate Similarity	0.7078	NPC53069
Intermediate Similarity	0.7073	NPC46561
Intermediate Similarity	0.7071	NPC36229
Intermediate Similarity	0.7071	NPC16452
Intermediate Similarity	0.7071	NPC476581
Intermediate Similarity	0.7063	NPC227824
Intermediate Similarity	0.7063	NPC278525
Intermediate Similarity	0.7063	NPC24019
Intermediate Similarity	0.7059	NPC108342
Intermediate Similarity	0.7057	NPC63109
Intermediate Similarity	0.7054	NPC82548
Intermediate Similarity	0.7052	NPC74575
Intermediate Similarity	0.7052	NPC257851
Intermediate Similarity	0.7037	NPC87413
Intermediate Similarity	0.7033	NPC169402
Intermediate Similarity	0.7031	NPC189903
Intermediate Similarity	0.7031	NPC182907
Intermediate Similarity	0.7012	NPC470018
Intermediate Similarity	0.7012	NPC249583
Intermediate Similarity	0.7012	NPC313189
Intermediate Similarity	0.7011	NPC1608
Intermediate Similarity	0.7008	NPC49547
Intermediate Similarity	0.7004	NPC476582
Intermediate Similarity	0.7004	NPC4071
Intermediate Similarity	0.7004	NPC89549
Intermediate Similarity	0.7004	NPC30540
Intermediate Similarity	0.7004	NPC476578
Intermediate Similarity	0.7004	NPC166722
Intermediate Similarity	0.7	NPC285558
Remote Similarity	0.6988	NPC280799
Remote Similarity	0.698	NPC266931
Remote Similarity	0.6975	NPC477019
Remote Similarity	0.6971	NPC45190
Remote Similarity	0.697	NPC204385
Remote Similarity	0.6965	NPC15801
Remote Similarity	0.6964	NPC305984
Remote Similarity	0.6957	NPC311906
Remote Similarity	0.6955	NPC174672
Remote Similarity	0.6955	NPC478083
Remote Similarity	0.6953	NPC208898
Remote Similarity	0.6951	NPC16066
Remote Similarity	0.6951	NPC116238
Remote Similarity	0.6951	NPC235076
Remote Similarity	0.6948	NPC128115
Remote Similarity	0.6946	NPC31930
Remote Similarity	0.6943	NPC329982
Remote Similarity	0.6942	NPC243850
Remote Similarity	0.6941	NPC475720
Remote Similarity	0.6941	NPC474192
Remote Similarity	0.6939	NPC96405
Remote Similarity	0.6939	NPC171409
Remote Similarity	0.6939	NPC316981
Remote Similarity	0.6935	NPC81939
Remote Similarity	0.6935	NPC23614
Remote Similarity	0.6935	NPC100079
Remote Similarity	0.6932	NPC473188
Remote Similarity	0.6932	NPC322482
Remote Similarity	0.6926	NPC167860
Remote Similarity	0.6926	NPC123976
Remote Similarity	0.6926	NPC295228
Remote Similarity	0.6926	NPC290689
Remote Similarity	0.6926	NPC471304
Remote Similarity	0.6926	NPC473187
Remote Similarity	0.6926	NPC188420
Remote Similarity	0.6923	NPC274982
Remote Similarity	0.692	NPC198503
Remote Similarity	0.6917	NPC295898
Remote Similarity	0.6917	NPC187145
Remote Similarity	0.6914	NPC476465
Remote Similarity	0.6914	NPC172222
Remote Similarity	0.6912	NPC478009
Remote Similarity	0.6911	NPC271215
Remote Similarity	0.6911	NPC149471
Remote Similarity	0.6908	NPC475666
Remote Similarity	0.6908	NPC74360
Remote Similarity	0.6908	NPC298436
Remote Similarity	0.6899	NPC470022
Remote Similarity	0.6899	NPC472061
Remote Similarity	0.6894	NPC134637
Remote Similarity	0.689	NPC194740
Remote Similarity	0.6887	NPC34770
Remote Similarity	0.6887	NPC90875
Remote Similarity	0.6885	NPC119134
Remote Similarity	0.6885	NPC210296
Remote Similarity	0.688	NPC276657
Remote Similarity	0.688	NPC174760
Remote Similarity	0.6875	NPC233334
Remote Similarity	0.6875	NPC315467
Remote Similarity	0.6875	NPC232727
Remote Similarity	0.6872	NPC312872
Remote Similarity	0.6872	NPC53344
Remote Similarity	0.6872	NPC135549
Remote Similarity	0.687	NPC310211
Remote Similarity	0.687	NPC208522
Remote Similarity	0.687	NPC112206
Remote Similarity	0.687	NPC308137
Remote Similarity	0.687	NPC124313
Remote Similarity	0.687	NPC202605
Remote Similarity	0.6866	NPC258048
Remote Similarity	0.686	NPC268077
Remote Similarity	0.686	NPC477549
Remote Similarity	0.686	NPC470017
Remote Similarity	0.6858	NPC84164
Remote Similarity	0.6858	NPC166712
Remote Similarity	0.6858	NPC207283
Remote Similarity	0.6848	NPC473105
Remote Similarity	0.6846	NPC199277
Remote Similarity	0.6846	NPC135887
Remote Similarity	0.6846	NPC41501
Remote Similarity	0.6846	NPC475816
Remote Similarity	0.6844	NPC39679
Remote Similarity	0.684	NPC46451
Remote Similarity	0.684	NPC213530
Remote Similarity	0.684	NPC478006
Remote Similarity	0.684	NPC208084
Remote Similarity	0.684	NPC193267
Remote Similarity	0.6836	NPC474688
Remote Similarity	0.6834	NPC6786
Remote Similarity	0.6834	NPC184680
Remote Similarity	0.6833	NPC176538
Remote Similarity	0.6831	NPC472111
Remote Similarity	0.683	NPC203373
Remote Similarity	0.683	NPC165964
Remote Similarity	0.6828	NPC13603
Remote Similarity	0.6828	NPC318068
Remote Similarity	0.6825	NPC220851
Remote Similarity	0.6825	NPC280272
Remote Similarity	0.6822	NPC39370
Remote Similarity	0.682	NPC99891
Remote Similarity	0.682	NPC475844
Remote Similarity	0.682	NPC477066
Remote Similarity	0.6818	NPC17437
Remote Similarity	0.6818	NPC223427
Remote Similarity	0.6818	NPC207971
Remote Similarity	0.6816	NPC469589
Remote Similarity	0.6813	NPC54066

Drug Structure

NPD6228 OpenBabel08211709092D 35 38 0 0 0 0 0 0 0 0999 V2000 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 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 -5.1962 2.0000 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 -4.3301 -1.5000 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 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 -3.4641 -1.0000 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 -1.7321 -0.0000 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 0.5000 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 -3.4641 -3.0000 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 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 1.0827 -1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -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 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 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 -3.4641 -4.0000 0.0000 O 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 1 6 1 0 0 0 0 2 31 1 0 0 0 0 3 32 1 0 0 0 0 4 33 1 0 0 0 0 5 34 1 0 0 0 0 6 35 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 19 1 0 0 0 0 9 15 2 0 0 0 0 9 20 1 0 0 0 0 10 16 2 0 0 0 0 10 21 1 0 0 0 0 11 17 2 0 0 0 0 11 22 1 0 0 0 0 12 18 1 0 0 0 0 12 29 1 0 0 0 0 13 26 1 0 0 0 0 13 27 2 0 0 0 0 14 26 2 0 0 0 0 14 29 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 17 28 1 0 0 0 0 18 24 1 0 0 0 0 18 28 2 0 0 0 0 19 20 2 0 0 0 0 19 31 1 0 0 0 0 20 32 1 0 0 0 0 21 22 2 0 0 0 0 21 33 1 0 0 0 0 22 34 1 0 0 0 0 23 24 2 0 0 0 0 24 25 1 0 0 0 0 25 30 2 0 0 0 0 25 35 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007792
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	478.19
ALogP	0.0792
MLogP	3.11
XLogP	2.581
HDA	6
HBD	0
Rotatable Bonds	15
TPSA	106.82
RO5 Violation	0