NPASS drugs

Drug Information

Drug ID:	NPD6088
Drug Name:	Ximelagatran
Molecular Formula:	C24H35N5O5
Canonical SMILES:	CCOC(=O)CN[C@@H](C(=O)N1CC[C@H]1C(=NCc1ccc(cc1)C(=NO)N)O)C1CCCCC1
Standard InCHI:	InChI=1S/C24H35N5O5/c1-2-34-20(30)15-26-21(17-6-4-3-5-7-17)24(32)29-13-12-19(29)23(31)27-14-16-8-10-18(11-9-16)22(25)28-33/h8-11,17,19,21,26,33H,2-7,12-15H2,1H3,(H2,25,28)(H,27,31)/t19-,21+/m0/s1
Standard InCHIKey:	ZXIBCJHYVWYIKI-PZJWPPBQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6088

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	99
0.1-0.2	732
0.2-0.3	4027
0.3-0.4	16767
0.4-0.5	7411
0.5-0.6	1451
0.6-0.7	300
0.7-0.8	102
0.8-0.85	1
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	0.8027	NPC132636
Intermediate Similarity	0.773	NPC71684
Intermediate Similarity	0.7632	NPC161069
Intermediate Similarity	0.7586	NPC477937
Intermediate Similarity	0.7582	NPC52748
Intermediate Similarity	0.755	NPC98424
Intermediate Similarity	0.755	NPC92784
Intermediate Similarity	0.755	NPC470884
Intermediate Similarity	0.755	NPC178662
Intermediate Similarity	0.755	NPC476133
Intermediate Similarity	0.7532	NPC209509
Intermediate Similarity	0.7516	NPC62104
Intermediate Similarity	0.7516	NPC1390
Intermediate Similarity	0.75	NPC471821
Intermediate Similarity	0.75	NPC163392
Intermediate Similarity	0.75	NPC471820
Intermediate Similarity	0.75	NPC239762
Intermediate Similarity	0.7484	NPC262077
Intermediate Similarity	0.7483	NPC127741
Intermediate Similarity	0.7451	NPC263493
Intermediate Similarity	0.7451	NPC269398
Intermediate Similarity	0.7447	NPC470545
Intermediate Similarity	0.7436	NPC138775
Intermediate Similarity	0.7421	NPC122590
Intermediate Similarity	0.7421	NPC473341
Intermediate Similarity	0.7403	NPC139326
Intermediate Similarity	0.7397	NPC101719
Intermediate Similarity	0.7394	NPC470546
Intermediate Similarity	0.7386	NPC307357
Intermediate Similarity	0.7386	NPC46098
Intermediate Similarity	0.7386	NPC268841
Intermediate Similarity	0.7376	NPC470544
Intermediate Similarity	0.7368	NPC68865
Intermediate Similarity	0.7365	NPC111428
Intermediate Similarity	0.7342	NPC2501
Intermediate Similarity	0.7333	NPC22883
Intermediate Similarity	0.7333	NPC5719
Intermediate Similarity	0.7333	NPC210377
Intermediate Similarity	0.7333	NPC217804
Intermediate Similarity	0.7329	NPC222466
Intermediate Similarity	0.7325	NPC311658
Intermediate Similarity	0.7308	NPC477217
Intermediate Similarity	0.7308	NPC201244
Intermediate Similarity	0.7308	NPC5620
Intermediate Similarity	0.7292	NPC200964
Intermediate Similarity	0.7289	NPC15068
Intermediate Similarity	0.7278	NPC105717
Intermediate Similarity	0.7256	NPC471527
Intermediate Similarity	0.7255	NPC471264
Intermediate Similarity	0.7255	NPC471265
Intermediate Similarity	0.7254	NPC239357
Intermediate Similarity	0.7248	NPC473322
Intermediate Similarity	0.7246	NPC63040
Intermediate Similarity	0.7244	NPC476978
Intermediate Similarity	0.7222	NPC469903
Intermediate Similarity	0.7215	NPC135121
Intermediate Similarity	0.7214	NPC474584
Intermediate Similarity	0.7197	NPC313867
Intermediate Similarity	0.7197	NPC316008
Intermediate Similarity	0.7197	NPC315266
Intermediate Similarity	0.719	NPC314835
Intermediate Similarity	0.7188	NPC475168
Intermediate Similarity	0.7188	NPC7817
Intermediate Similarity	0.7179	NPC468984
Intermediate Similarity	0.7179	NPC176226
Intermediate Similarity	0.7179	NPC77905
Intermediate Similarity	0.7179	NPC197682
Intermediate Similarity	0.7152	NPC314358
Intermediate Similarity	0.7152	NPC314114
Intermediate Similarity	0.7152	NPC469243
Intermediate Similarity	0.7143	NPC300443
Intermediate Similarity	0.7143	NPC6975
Intermediate Similarity	0.7134	NPC197743
Intermediate Similarity	0.7134	NPC315283
Intermediate Similarity	0.7134	NPC297145
Intermediate Similarity	0.7134	NPC314388
Intermediate Similarity	0.7125	NPC129666
Intermediate Similarity	0.7124	NPC141050
Intermediate Similarity	0.7115	NPC469426
Intermediate Similarity	0.7115	NPC168113
Intermediate Similarity	0.7115	NPC469427
Intermediate Similarity	0.7107	NPC329761
Intermediate Similarity	0.7107	NPC225648
Intermediate Similarity	0.7099	NPC286551
Intermediate Similarity	0.7095	NPC22746
Intermediate Similarity	0.7086	NPC200589
Intermediate Similarity	0.7083	NPC169328
Intermediate Similarity	0.7066	NPC471053
Intermediate Similarity	0.7066	NPC471052
Intermediate Similarity	0.7066	NPC471051
Intermediate Similarity	0.7063	NPC240848
Intermediate Similarity	0.7055	NPC470902
Intermediate Similarity	0.7051	NPC476259
Intermediate Similarity	0.7048	NPC475544
Intermediate Similarity	0.7048	NPC469902
Intermediate Similarity	0.7048	NPC469901
Intermediate Similarity	0.7039	NPC255447
Intermediate Similarity	0.7034	NPC310467
Intermediate Similarity	0.703	NPC324850
Intermediate Similarity	0.7024	NPC223207
Intermediate Similarity	0.7012	NPC473580
Intermediate Similarity	0.7007	NPC202521
Intermediate Similarity	0.7	NPC145113
Remote Similarity	0.6993	NPC33742
Remote Similarity	0.6993	NPC246079
Remote Similarity	0.6982	NPC304074
Remote Similarity	0.6982	NPC290755
Remote Similarity	0.6982	NPC471771
Remote Similarity	0.6954	NPC319766
Remote Similarity	0.6954	NPC89923
Remote Similarity	0.6954	NPC239990
Remote Similarity	0.6954	NPC71933
Remote Similarity	0.6954	NPC105114
Remote Similarity	0.6954	NPC152850
Remote Similarity	0.6951	NPC473002
Remote Similarity	0.695	NPC319579
Remote Similarity	0.6944	NPC197470
Remote Similarity	0.6939	NPC476990
Remote Similarity	0.6936	NPC477462
Remote Similarity	0.6933	NPC162104
Remote Similarity	0.6928	NPC130309
Remote Similarity	0.6923	NPC276949
Remote Similarity	0.6923	NPC43755
Remote Similarity	0.6923	NPC189116
Remote Similarity	0.6923	NPC35850
Remote Similarity	0.6914	NPC13470
Remote Similarity	0.6913	NPC35996
Remote Similarity	0.6903	NPC248283
Remote Similarity	0.6897	NPC14672
Remote Similarity	0.6897	NPC315276
Remote Similarity	0.6897	NPC285926
Remote Similarity	0.6887	NPC136453
Remote Similarity	0.6886	NPC24617
Remote Similarity	0.6879	NPC306804
Remote Similarity	0.686	NPC274198
Remote Similarity	0.686	NPC46009
Remote Similarity	0.686	NPC198254
Remote Similarity	0.6851	NPC61332
Remote Similarity	0.6851	NPC240130
Remote Similarity	0.6846	NPC252878
Remote Similarity	0.6845	NPC114806
Remote Similarity	0.6836	NPC473404
Remote Similarity	0.6824	NPC63931
Remote Similarity	0.6821	NPC4974
Remote Similarity	0.6818	NPC194671
Remote Similarity	0.6818	NPC157311
Remote Similarity	0.6818	NPC269750
Remote Similarity	0.6803	NPC237420
Remote Similarity	0.6803	NPC220698
Remote Similarity	0.6802	NPC469904
Remote Similarity	0.68	NPC474082
Remote Similarity	0.68	NPC46427
Remote Similarity	0.68	NPC175726
Remote Similarity	0.6786	NPC327481
Remote Similarity	0.6774	NPC44805
Remote Similarity	0.6774	NPC325479
Remote Similarity	0.6774	NPC8761
Remote Similarity	0.6763	NPC276506
Remote Similarity	0.6746	NPC473003
Remote Similarity	0.6743	NPC279871
Remote Similarity	0.6739	NPC302715
Remote Similarity	0.6728	NPC81026
Remote Similarity	0.6714	NPC67043
Remote Similarity	0.6711	NPC477061
Remote Similarity	0.6711	NPC45777
Remote Similarity	0.6711	NPC190663
Remote Similarity	0.6707	NPC283783
Remote Similarity	0.6707	NPC254798
Remote Similarity	0.6706	NPC73655
Remote Similarity	0.6705	NPC473000
Remote Similarity	0.6705	NPC196243
Remote Similarity	0.6705	NPC469900
Remote Similarity	0.6689	NPC314992
Remote Similarity	0.6686	NPC273755
Remote Similarity	0.6686	NPC137627
Remote Similarity	0.6667	NPC329011
Remote Similarity	0.6667	NPC322878
Remote Similarity	0.6667	NPC475204
Remote Similarity	0.6667	NPC475123
Remote Similarity	0.6667	NPC266741
Remote Similarity	0.6648	NPC165285
Remote Similarity	0.6648	NPC155506
Remote Similarity	0.6648	NPC26108
Remote Similarity	0.6648	NPC159767
Remote Similarity	0.6648	NPC94862
Remote Similarity	0.6647	NPC107938
Remote Similarity	0.6647	NPC294516
Remote Similarity	0.663	NPC299806
Remote Similarity	0.6627	NPC84317
Remote Similarity	0.6624	NPC287401
Remote Similarity	0.6623	NPC160493
Remote Similarity	0.6621	NPC273814
Remote Similarity	0.6612	NPC102959
Remote Similarity	0.661	NPC50016
Remote Similarity	0.6609	NPC280022
Remote Similarity	0.6601	NPC47667
Remote Similarity	0.66	NPC478015
Remote Similarity	0.66	NPC478016
Remote Similarity	0.66	NPC80150
Remote Similarity	0.66	NPC478014

Drug Structure

NPD6088 OpenBabel08211708292D 39 41 0 0 1 0 0 0 0 0999 V2000 -2.0012 -3.1225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7083 -2.4154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 3.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8284 3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0532 2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0532 2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6049 0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0191 2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5708 0.6718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 1.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2779 1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.1566 -0.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 1.4483 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.2438 1.1201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5027 0.1542 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 0.4824 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 1.4483 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9509 1.8272 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 -4.1225 -1.0012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4483 2.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 2.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9169 1.5684 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4495 -1.4495 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.7956 -0.5529 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4686 -0.1046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 -0.2247 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 3.3801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.1757 0.6025 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 34 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 17 1 0 0 0 0 7 17 1 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 29 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 20 1 0 0 0 0 15 26 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 6 0 0 0 19 29 1 0 0 0 0 20 30 2 0 0 0 0 20 34 1 0 0 0 0 21 24 1 6 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 22 28 2 3 0 0 0 23 27 2 3 0 0 0 23 31 1 0 0 0 0 24 29 1 0 0 0 0 24 32 2 0 0 0 0 25 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 28 33 1 0 0 0 0 31 38 1 0 0 0 0 33 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001218; DNC000722
DrugBank	DB04898
ChEMBL	CHEMBL522038
IUPHAR/BPS
PharmaGKB	PA161748474
KEGG Drug
PubChem CID	9574101
ChEBI	65172
CAS Number	192939-46-1

Drug Properties

Molecular Weight	473.26
ALogP	-3.132
MLogP	3
XLogP	2.997
HDA	8
HBD	4
Rotatable Bonds	16
TPSA	149.84
RO5 Violation	1