NPASS drugs

Drug Information

Drug ID:	NPD5775
Drug Name:	Argatroban
Molecular Formula:	C23H36N6O5S
Canonical SMILES:	NC(=N)NCCC[C@@H](C(=O)N1CC[C@H](C[C@@H]1C(=O)O)C)NS(=O)(=O)c1cccc2c1NCC(C2)C
Standard InCHI:	InChI=1S/C23H36N6O5S/c1-14-8-10-29(18(12-14)22(31)32)21(30)17(6-4-9-26-23(24)25)28-35(33,34)19-7-3-5-16-11-15(2)13-27-20(16)19/h3,5,7,14-15,17-18,27-28H,4,6,8-13H2,1-2H3,(H,31,32)(H4,24,25,26)/t14-,15?,17+,18-/m1/s1
Standard InCHIKey:	KXNPVXPOPUZYGB-IOVMHBDKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5775

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	178
0.1-0.2	1344
0.2-0.3	9655
0.3-0.4	14643
0.4-0.5	3546
0.5-0.6	1356
0.6-0.7	168
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	0.6952	NPC14849
Remote Similarity	0.6845	NPC328611
Remote Similarity	0.6825	NPC147298
Remote Similarity	0.6825	NPC131450
Remote Similarity	0.6825	NPC182057
Remote Similarity	0.6784	NPC132636
Remote Similarity	0.6763	NPC470301
Remote Similarity	0.6721	NPC68650
Remote Similarity	0.6703	NPC222029
Remote Similarity	0.6702	NPC285622
Remote Similarity	0.6684	NPC128582
Remote Similarity	0.6667	NPC248862
Remote Similarity	0.6667	NPC276085
Remote Similarity	0.6649	NPC217804
Remote Similarity	0.6649	NPC22883
Remote Similarity	0.6649	NPC210377
Remote Similarity	0.6649	NPC5719
Remote Similarity	0.6648	NPC473329
Remote Similarity	0.6614	NPC242269
Remote Similarity	0.6613	NPC15068
Remote Similarity	0.6612	NPC62104
Remote Similarity	0.6612	NPC1390
Remote Similarity	0.6585	NPC473376
Remote Similarity	0.6578	NPC63040
Remote Similarity	0.657	NPC471945
Remote Similarity	0.657	NPC471950
Remote Similarity	0.6564	NPC307396
Remote Similarity	0.6559	NPC189116
Remote Similarity	0.6538	NPC471946
Remote Similarity	0.6538	NPC471951
Remote Similarity	0.6537	NPC477179
Remote Similarity	0.6517	NPC311658
Remote Similarity	0.6505	NPC477178
Remote Similarity	0.6505	NPC477180
Remote Similarity	0.6505	NPC477181
Remote Similarity	0.6505	NPC254850
Remote Similarity	0.6491	NPC194857
Remote Similarity	0.6491	NPC32858
Remote Similarity	0.649	NPC470491
Remote Similarity	0.649	NPC475259
Remote Similarity	0.6489	NPC472115
Remote Similarity	0.6489	NPC472114
Remote Similarity	0.6473	NPC470490
Remote Similarity	0.6473	NPC477174
Remote Similarity	0.6473	NPC477173
Remote Similarity	0.6471	NPC113056
Remote Similarity	0.6471	NPC138293
Remote Similarity	0.6461	NPC314114
Remote Similarity	0.6442	NPC470488
Remote Similarity	0.6429	NPC66936
Remote Similarity	0.6404	NPC472542
Remote Similarity	0.6404	NPC472541
Remote Similarity	0.6398	NPC471122
Remote Similarity	0.6398	NPC154478
Remote Similarity	0.6391	NPC477937
Remote Similarity	0.6386	NPC71684
Remote Similarity	0.6379	NPC314835
Remote Similarity	0.6378	NPC84317
Remote Similarity	0.6364	NPC469560
Remote Similarity	0.6355	NPC472540
Remote Similarity	0.6355	NPC472539
Remote Similarity	0.6355	NPC470787
Remote Similarity	0.6354	NPC254798
Remote Similarity	0.6351	NPC191817
Remote Similarity	0.6351	NPC475359
Remote Similarity	0.6349	NPC471124
Remote Similarity	0.6346	NPC470489
Remote Similarity	0.6344	NPC104345
Remote Similarity	0.6344	NPC24617
Remote Similarity	0.6343	NPC471123
Remote Similarity	0.6338	NPC54744
Remote Similarity	0.6318	NPC276430
Remote Similarity	0.631	NPC36495
Remote Similarity	0.631	NPC114806
Remote Similarity	0.6307	NPC287358
Remote Similarity	0.6301	NPC64216
Remote Similarity	0.629	NPC324850
Remote Similarity	0.6286	NPC472538
Remote Similarity	0.6284	NPC300443
Remote Similarity	0.6277	NPC472102
Remote Similarity	0.6277	NPC309531
Remote Similarity	0.6272	NPC222466
Remote Similarity	0.6262	NPC106118
Remote Similarity	0.6262	NPC471663
Remote Similarity	0.6256	NPC285192
Remote Similarity	0.625	NPC274198
Remote Similarity	0.625	NPC472118
Remote Similarity	0.625	NPC198254
Remote Similarity	0.6238	NPC225400
Remote Similarity	0.6235	NPC101719
Remote Similarity	0.623	NPC109787
Remote Similarity	0.6209	NPC470786
Remote Similarity	0.6209	NPC471155
Remote Similarity	0.6205	NPC196243
Remote Similarity	0.62	NPC94752
Remote Similarity	0.6199	NPC322433
Remote Similarity	0.6193	NPC153554
Remote Similarity	0.6183	NPC469903
Remote Similarity	0.6183	NPC478076
Remote Similarity	0.6179	NPC270241
Remote Similarity	0.6172	NPC471436
Remote Similarity	0.6166	NPC276506
Remote Similarity	0.6162	NPC473341
Remote Similarity	0.6145	NPC470545
Remote Similarity	0.6142	NPC219336
Remote Similarity	0.6138	NPC469243
Remote Similarity	0.6138	NPC471527
Remote Similarity	0.6138	NPC469902
Remote Similarity	0.6127	NPC473322
Remote Similarity	0.6126	NPC223207
Remote Similarity	0.6111	NPC471741
Remote Similarity	0.6111	NPC43477
Remote Similarity	0.6111	NPC468984
Remote Similarity	0.6111	NPC166169
Remote Similarity	0.6108	NPC470546
Remote Similarity	0.6103	NPC161861
Remote Similarity	0.6101	NPC471197
Remote Similarity	0.61	NPC228835
Remote Similarity	0.6098	NPC302715
Remote Similarity	0.6096	NPC473580
Remote Similarity	0.6094	NPC471771
Remote Similarity	0.6094	NPC290755
Remote Similarity	0.6094	NPC304074
Remote Similarity	0.6091	NPC15573
Remote Similarity	0.6091	NPC217372
Remote Similarity	0.6091	NPC183662
Remote Similarity	0.6089	NPC163392
Remote Similarity	0.6089	NPC239762
Remote Similarity	0.6087	NPC13470
Remote Similarity	0.6084	NPC470544
Remote Similarity	0.6082	NPC22746
Remote Similarity	0.608	NPC473404
Remote Similarity	0.6075	NPC286551
Remote Similarity	0.6073	NPC281049
Remote Similarity	0.6073	NPC472120
Remote Similarity	0.6073	NPC471198
Remote Similarity	0.6073	NPC472101
Remote Similarity	0.607	NPC259626
Remote Similarity	0.6062	NPC214960
Remote Similarity	0.6062	NPC279527
Remote Similarity	0.6059	NPC102959
Remote Similarity	0.6059	NPC175474
Remote Similarity	0.6053	NPC475544
Remote Similarity	0.6053	NPC193410
Remote Similarity	0.605	NPC477159
Remote Similarity	0.6044	NPC322878
Remote Similarity	0.6044	NPC315266
Remote Similarity	0.6042	NPC328270
Remote Similarity	0.6034	NPC111428
Remote Similarity	0.6031	NPC469904
Remote Similarity	0.6031	NPC129486
Remote Similarity	0.603	NPC91179
Remote Similarity	0.6029	NPC60516
Remote Similarity	0.6029	NPC240130
Remote Similarity	0.6029	NPC61332
Remote Similarity	0.6029	NPC473298
Remote Similarity	0.6022	NPC161069
Remote Similarity	0.6021	NPC474058
Remote Similarity	0.6021	NPC248117
Remote Similarity	0.602	NPC2933
Remote Similarity	0.602	NPC475532
Remote Similarity	0.6019	NPC320968
Remote Similarity	0.601	NPC472106
Remote Similarity	0.601	NPC471199
Remote Similarity	0.6	NPC248601
Remote Similarity	0.6	NPC475915
Remote Similarity	0.6	NPC113946
Remote Similarity	0.6	NPC61013
Remote Similarity	0.5991	NPC110602
Remote Similarity	0.5991	NPC75726
Remote Similarity	0.5991	NPC31385
Remote Similarity	0.599	NPC176983
Remote Similarity	0.599	NPC471051
Remote Similarity	0.599	NPC471052
Remote Similarity	0.599	NPC282339
Remote Similarity	0.599	NPC165285
Remote Similarity	0.599	NPC191863
Remote Similarity	0.599	NPC133470
Remote Similarity	0.599	NPC99632
Remote Similarity	0.599	NPC289776
Remote Similarity	0.599	NPC471053
Remote Similarity	0.5988	NPC239357
Remote Similarity	0.5982	NPC177996
Remote Similarity	0.5982	NPC147983
Remote Similarity	0.5982	NPC470731
Remote Similarity	0.5981	NPC171317
Remote Similarity	0.598	NPC213629
Remote Similarity	0.597	NPC143533
Remote Similarity	0.597	NPC256288
Remote Similarity	0.5969	NPC473003
Remote Similarity	0.5969	NPC469901
Remote Similarity	0.5967	NPC263493
Remote Similarity	0.5967	NPC269398
Remote Similarity	0.5961	NPC478077
Remote Similarity	0.596	NPC476441
Remote Similarity	0.5957	NPC473002
Remote Similarity	0.5955	NPC316104
Remote Similarity	0.5955	NPC474473
Remote Similarity	0.5955	NPC162417
Remote Similarity	0.5952	NPC293917

Drug Structure

NPD5775 OpenBabel08211708292D 42 44 0 0 1 0 0 0 0 0999 V2000 4.5000 -4.3301 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 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 3.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 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 4.5000 -2.5981 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 4.0000 -3.4641 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 3 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 1.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 2 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 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -4.3301 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 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 1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.5000 -4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -5.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 15 1 0 0 0 0 3 5 2 0 0 0 0 3 7 1 0 0 0 0 4 6 1 0 0 0 0 4 9 1 0 0 0 0 5 16 1 0 0 0 0 7 19 2 0 0 0 0 8 10 1 0 0 0 0 8 14 1 0 0 0 0 9 26 1 0 0 0 0 10 29 1 0 0 0 0 11 15 1 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 1 1 6 0 0 0 16 20 2 0 0 0 0 17 6 1 6 0 0 0 17 21 1 0 0 0 0 17 28 1 0 0 0 0 18 22 1 1 0 0 0 18 29 1 0 0 0 0 19 20 1 0 0 0 0 19 35 1 0 0 0 0 20 27 1 0 0 0 0 21 29 1 0 0 0 0 21 30 2 0 0 0 0 22 31 2 0 0 0 0 22 32 1 0 0 0 0 23 24 2 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 24 36 1 0 0 0 0 25 37 1 0 0 0 0 25 38 1 0 0 0 0 26 39 1 0 0 0 0 27 40 1 0 0 0 0 28 35 1 0 0 0 0 28 41 1 0 0 0 0 32 42 1 0 0 0 0 33 35 2 0 0 0 0 34 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000758
DrugBank
ChEMBL
IUPHAR/BPS	6385
PharmaGKB
KEGG Drug
PubChem CID	92722
ChEBI
CAS Number

Drug Properties

Molecular Weight	508.25
ALogP	-3.0008
MLogP	2.67
XLogP	0.411
HDA	11
HBD	6
Rotatable Bonds	15
TPSA	186.09
RO5 Violation	3