NPASS drugs

Drug Information

Drug ID:	NPD3519
Drug Name:	TAK-029
Molecular Formula:	C19H23N5O7
Canonical SMILES:	COC(=O)C[C@@H]1N(CCN(C1=O)CC(=O)O)C(=O)CNC(=O)c1ccc(cc1)C(=N)N
Standard InCHI:	InChI=1S/C19H23N5O7/c1-31-16(28)8-13-19(30)23(10-15(26)27)6-7-24(13)14(25)9-22-18(29)12-4-2-11(3-5-12)17(20)21/h2-5,13H,6-10H2,1H3,(H3,20,21)(H,22,29)(H,26,27)/t13-/m0/s1
Standard InCHIKey:	CRFQJHNXTNBRQR-ZDUSSCGKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3519

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	115
0.1-0.2	1193
0.2-0.3	5893
0.3-0.4	13892
0.4-0.5	7896
0.5-0.6	1611
0.6-0.7	281
0.7-0.8	9
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	0.7222	NPC27833
Intermediate Similarity	0.7193	NPC14849
Intermediate Similarity	0.7151	NPC182057
Intermediate Similarity	0.7151	NPC131450
Intermediate Similarity	0.7151	NPC147298
Intermediate Similarity	0.7143	NPC132636
Intermediate Similarity	0.7076	NPC328611
Intermediate Similarity	0.7073	NPC84317
Intermediate Similarity	0.7063	NPC239357
Remote Similarity	0.6988	NPC154478
Remote Similarity	0.6964	NPC189116
Remote Similarity	0.6933	NPC322433
Remote Similarity	0.6913	NPC22746
Remote Similarity	0.6879	NPC248862
Remote Similarity	0.6864	NPC138293
Remote Similarity	0.6864	NPC113056
Remote Similarity	0.6832	NPC311658
Remote Similarity	0.6826	NPC1390
Remote Similarity	0.6826	NPC62104
Remote Similarity	0.6824	NPC71684
Remote Similarity	0.6815	NPC470884
Remote Similarity	0.6815	NPC92784
Remote Similarity	0.6815	NPC98424
Remote Similarity	0.6815	NPC178662
Remote Similarity	0.6815	NPC476133
Remote Similarity	0.68	NPC222466
Remote Similarity	0.6772	NPC239762
Remote Similarity	0.6772	NPC163392
Remote Similarity	0.6755	NPC101719
Remote Similarity	0.675	NPC52748
Remote Similarity	0.6732	NPC111428
Remote Similarity	0.673	NPC269398
Remote Similarity	0.673	NPC263493
Remote Similarity	0.6727	NPC473341
Remote Similarity	0.6711	NPC477937
Remote Similarity	0.6708	NPC477217
Remote Similarity	0.6708	NPC201244
Remote Similarity	0.6708	NPC209509
Remote Similarity	0.6687	NPC197682
Remote Similarity	0.6687	NPC139326
Remote Similarity	0.6667	NPC314114
Remote Similarity	0.6667	NPC22883
Remote Similarity	0.6667	NPC470545
Remote Similarity	0.6667	NPC5719
Remote Similarity	0.6667	NPC217804
Remote Similarity	0.6667	NPC300443
Remote Similarity	0.6667	NPC210377
Remote Similarity	0.6647	NPC469903
Remote Similarity	0.6644	NPC197470
Remote Similarity	0.6644	NPC200964
Remote Similarity	0.6643	NPC473418
Remote Similarity	0.6628	NPC15068
Remote Similarity	0.6626	NPC135121
Remote Similarity	0.6625	NPC168113
Remote Similarity	0.6622	NPC470546
Remote Similarity	0.6599	NPC470544
Remote Similarity	0.659	NPC63040
Remote Similarity	0.6588	NPC469901
Remote Similarity	0.6585	NPC471821
Remote Similarity	0.6585	NPC471820
Remote Similarity	0.6584	NPC468984
Remote Similarity	0.6584	NPC161069
Remote Similarity	0.6584	NPC176226
Remote Similarity	0.6562	NPC476259
Remote Similarity	0.6552	NPC66490
Remote Similarity	0.6545	NPC2501
Remote Similarity	0.6545	NPC13470
Remote Similarity	0.6541	NPC471265
Remote Similarity	0.6541	NPC471264
Remote Similarity	0.6541	NPC43755
Remote Similarity	0.6529	NPC24617
Remote Similarity	0.6527	NPC122590
Remote Similarity	0.6516	NPC473322
Remote Similarity	0.651	NPC220698
Remote Similarity	0.6503	NPC315266
Remote Similarity	0.6491	NPC114806
Remote Similarity	0.6491	NPC469902
Remote Similarity	0.6486	NPC285926
Remote Similarity	0.6486	NPC315276
Remote Similarity	0.6486	NPC14672
Remote Similarity	0.6485	NPC105717
Remote Similarity	0.6483	NPC329011
Remote Similarity	0.6481	NPC77905
Remote Similarity	0.6478	NPC314835
Remote Similarity	0.6471	NPC324850
Remote Similarity	0.6463	NPC262077
Remote Similarity	0.6463	NPC33742
Remote Similarity	0.646	NPC238412
Remote Similarity	0.646	NPC307357
Remote Similarity	0.646	NPC268841
Remote Similarity	0.646	NPC46098
Remote Similarity	0.6453	NPC73655
Remote Similarity	0.6442	NPC314388
Remote Similarity	0.6442	NPC315283
Remote Similarity	0.6438	NPC474584
Remote Similarity	0.6438	NPC68865
Remote Similarity	0.6438	NPC127741
Remote Similarity	0.6433	NPC126458
Remote Similarity	0.6432	NPC240130
Remote Similarity	0.6432	NPC61332
Remote Similarity	0.6425	NPC473001
Remote Similarity	0.6424	NPC302169
Remote Similarity	0.6424	NPC138775
Remote Similarity	0.6408	NPC476198
Remote Similarity	0.6408	NPC67043
Remote Similarity	0.6405	NPC474082
Remote Similarity	0.6405	NPC6975
Remote Similarity	0.6405	NPC175726
Remote Similarity	0.6402	NPC316008
Remote Similarity	0.6402	NPC322878
Remote Similarity	0.6402	NPC5620
Remote Similarity	0.6402	NPC313867
Remote Similarity	0.6395	NPC469243
Remote Similarity	0.6395	NPC471527
Remote Similarity	0.6395	NPC276949
Remote Similarity	0.6395	NPC35850
Remote Similarity	0.6391	NPC473002
Remote Similarity	0.6386	NPC240848
Remote Similarity	0.6386	NPC324445
Remote Similarity	0.6374	NPC197743
Remote Similarity	0.6374	NPC297145
Remote Similarity	0.6369	NPC200589
Remote Similarity	0.6369	NPC469900
Remote Similarity	0.6364	NPC473000
Remote Similarity	0.6364	NPC314358
Remote Similarity	0.6358	NPC73644
Remote Similarity	0.6353	NPC473580
Remote Similarity	0.6346	NPC319766
Remote Similarity	0.6341	NPC476978
Remote Similarity	0.6331	NPC286551
Remote Similarity	0.6331	NPC314223
Remote Similarity	0.6329	NPC255447
Remote Similarity	0.6322	NPC471053
Remote Similarity	0.6322	NPC471052
Remote Similarity	0.6322	NPC471051
Remote Similarity	0.6319	NPC469427
Remote Similarity	0.6319	NPC55529
Remote Similarity	0.6319	NPC473404
Remote Similarity	0.6319	NPC469426
Remote Similarity	0.6312	NPC248283
Remote Similarity	0.6312	NPC141050
Remote Similarity	0.6312	NPC162417
Remote Similarity	0.6312	NPC474473
Remote Similarity	0.6312	NPC316104
Remote Similarity	0.6306	NPC469666
Remote Similarity	0.6304	NPC235194
Remote Similarity	0.6301	NPC319579
Remote Similarity	0.6301	NPC475544
Remote Similarity	0.6296	NPC122553
Remote Similarity	0.6296	NPC77992
Remote Similarity	0.6294	NPC167336
Remote Similarity	0.6294	NPC117032
Remote Similarity	0.6289	NPC325479
Remote Similarity	0.6287	NPC478039
Remote Similarity	0.6286	NPC223207
Remote Similarity	0.6282	NPC136453
Remote Similarity	0.628	NPC43477
Remote Similarity	0.6278	NPC471743
Remote Similarity	0.6275	NPC202521
Remote Similarity	0.6272	NPC162104
Remote Similarity	0.6271	NPC469904
Remote Similarity	0.6269	NPC147983
Remote Similarity	0.6269	NPC177996
Remote Similarity	0.6266	NPC179224
Remote Similarity	0.625	NPC290755
Remote Similarity	0.625	NPC304074
Remote Similarity	0.625	NPC471771
Remote Similarity	0.625	NPC129666
Remote Similarity	0.6242	NPC89923
Remote Similarity	0.6242	NPC152850
Remote Similarity	0.6242	NPC239990
Remote Similarity	0.6242	NPC71933
Remote Similarity	0.6242	NPC105114
Remote Similarity	0.6236	NPC46009
Remote Similarity	0.6236	NPC198254
Remote Similarity	0.6236	NPC274198
Remote Similarity	0.6228	NPC225648
Remote Similarity	0.6228	NPC329761
Remote Similarity	0.6226	NPC130309
Remote Similarity	0.6218	NPC79698
Remote Similarity	0.6215	NPC182131
Remote Similarity	0.6214	NPC322598
Remote Similarity	0.6213	NPC475168
Remote Similarity	0.6213	NPC7817
Remote Similarity	0.6209	NPC476990
Remote Similarity	0.6209	NPC475094
Remote Similarity	0.6207	NPC473003
Remote Similarity	0.6196	NPC287358
Remote Similarity	0.6194	NPC35996
Remote Similarity	0.6188	NPC207428
Remote Similarity	0.6182	NPC2823
Remote Similarity	0.6167	NPC306804
Remote Similarity	0.6162	NPC471742
Remote Similarity	0.6158	NPC471130
Remote Similarity	0.6158	NPC61004
Remote Similarity	0.6154	NPC164859
Remote Similarity	0.6154	NPC254798
Remote Similarity	0.6149	NPC469898
Remote Similarity	0.6145	NPC475123
Remote Similarity	0.6145	NPC40234

Drug Structure

NPD3519 OpenBabel08211703112D 36 37 0 0 1 0 0 0 0 0999 V2000 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 6.0622 -1.5000 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 6.0622 -0.5000 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 0.8660 1.5000 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 3.4641 1.0000 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 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 1.7321 -0.0000 0.0000 C 0 0 1 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 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 6.0622 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 1.7321 -2.0000 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 4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 7 1 0 0 0 0 6 23 1 0 0 0 0 7 24 1 0 0 0 0 8 16 1 0 0 0 0 9 14 1 0 0 0 0 9 22 1 0 0 0 0 10 15 1 0 0 0 0 10 23 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 8 1 1 0 0 0 13 19 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 14 25 2 0 0 0 0 15 26 2 0 0 0 0 15 27 1 0 0 0 0 16 28 2 0 0 0 0 16 31 1 0 0 0 0 17 20 1 0 0 0 0 17 21 2 0 0 0 0 18 22 1 0 0 0 0 18 29 2 0 0 0 0 19 23 1 0 0 0 0 19 30 2 0 0 0 0 20 32 1 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 27 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000911
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.16
ALogP	-3.1123
MLogP	2.23
XLogP	-3.347
HDA	12
HBD	4
Rotatable Bonds	14
TPSA	183.19
RO5 Violation	2