NPASS drugs

Drug Information

Drug ID:	NPD6226
Drug Name:	Otamixaban
Molecular Formula:	C25H26N4O4
Canonical SMILES:	COC(=O)[C@@H]([C@H](NC(=O)c1ccc(cc1)c1ccn(=O)cc1)C)Cc1cccc(c1)C(=N)N
Standard InCHI:	InChI=1S/C25H26N4O4/c1-16(22(25(31)33-2)15-17-4-3-5-21(14-17)23(26)27)28-24(30)20-8-6-18(7-9-20)19-10-12-29(32)13-11-19/h3-14,16,22H,15H2,1-2H3,(H3,26,27)(H,28,30)/t16-,22-/m1/s1
Standard InCHIKey:	PFGVNLZDWRZPJW-OPAMFIHVSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6226

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	257
0.1-0.2	1585
0.2-0.3	8473
0.3-0.4	14089
0.4-0.5	3599
0.5-0.6	1751
0.6-0.7	1101
0.7-0.8	35
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	0.7356	NPC153980
Intermediate Similarity	0.7356	NPC6865
Intermediate Similarity	0.7308	NPC72956
Intermediate Similarity	0.7251	NPC471192
Intermediate Similarity	0.7202	NPC213468
Intermediate Similarity	0.719	NPC471194
Intermediate Similarity	0.719	NPC471193
Intermediate Similarity	0.7186	NPC138370
Intermediate Similarity	0.7165	NPC471997
Intermediate Similarity	0.7157	NPC94752
Intermediate Similarity	0.7143	NPC477003
Intermediate Similarity	0.7136	NPC317701
Intermediate Similarity	0.7107	NPC282103
Intermediate Similarity	0.7103	NPC281049
Intermediate Similarity	0.7101	NPC473376
Intermediate Similarity	0.71	NPC476460
Intermediate Similarity	0.71	NPC473763
Intermediate Similarity	0.71	NPC117244
Intermediate Similarity	0.705	NPC329858
Intermediate Similarity	0.7048	NPC478158
Intermediate Similarity	0.7044	NPC472293
Intermediate Similarity	0.7039	NPC300183
Intermediate Similarity	0.703	NPC81802
Intermediate Similarity	0.703	NPC247735
Intermediate Similarity	0.703	NPC472295
Intermediate Similarity	0.703	NPC472210
Intermediate Similarity	0.703	NPC269886
Intermediate Similarity	0.7028	NPC75634
Intermediate Similarity	0.7024	NPC103361
Intermediate Similarity	0.702	NPC133003
Intermediate Similarity	0.7016	NPC70949
Intermediate Similarity	0.7005	NPC476874
Intermediate Similarity	0.7005	NPC470205
Intermediate Similarity	0.7	NPC477975
Intermediate Similarity	0.7	NPC321708
Remote Similarity	0.6995	NPC477976
Remote Similarity	0.6995	NPC54744
Remote Similarity	0.6995	NPC135950
Remote Similarity	0.699	NPC470279
Remote Similarity	0.6985	NPC235684
Remote Similarity	0.698	NPC472292
Remote Similarity	0.6976	NPC474916
Remote Similarity	0.6974	NPC84827
Remote Similarity	0.6974	NPC14113
Remote Similarity	0.6974	NPC284775
Remote Similarity	0.6974	NPC145885
Remote Similarity	0.6973	NPC70406
Remote Similarity	0.697	NPC228835
Remote Similarity	0.697	NPC21429
Remote Similarity	0.6965	NPC314333
Remote Similarity	0.6963	NPC478157
Remote Similarity	0.6963	NPC114637
Remote Similarity	0.6961	NPC245916
Remote Similarity	0.6961	NPC102592
Remote Similarity	0.6961	NPC79356
Remote Similarity	0.6959	NPC469938
Remote Similarity	0.6952	NPC243850
Remote Similarity	0.695	NPC278434
Remote Similarity	0.6942	NPC472297
Remote Similarity	0.6942	NPC472296
Remote Similarity	0.6942	NPC74413
Remote Similarity	0.6942	NPC293917
Remote Similarity	0.6941	NPC64216
Remote Similarity	0.6938	NPC289086
Remote Similarity	0.6935	NPC280290
Remote Similarity	0.6935	NPC99939
Remote Similarity	0.6935	NPC308931
Remote Similarity	0.693	NPC147983
Remote Similarity	0.693	NPC177996
Remote Similarity	0.6923	NPC267885
Remote Similarity	0.6919	NPC266249
Remote Similarity	0.6912	NPC195239
Remote Similarity	0.6912	NPC157828
Remote Similarity	0.6905	NPC472064
Remote Similarity	0.6904	NPC477042
Remote Similarity	0.6902	NPC105811
Remote Similarity	0.69	NPC141612
Remote Similarity	0.69	NPC17273
Remote Similarity	0.69	NPC135601
Remote Similarity	0.6895	NPC242116
Remote Similarity	0.6893	NPC34837
Remote Similarity	0.6887	NPC472070
Remote Similarity	0.6885	NPC467188
Remote Similarity	0.6884	NPC46895
Remote Similarity	0.6881	NPC324091
Remote Similarity	0.6878	NPC11445
Remote Similarity	0.6875	NPC471944
Remote Similarity	0.6872	NPC139763
Remote Similarity	0.6872	NPC65408
Remote Similarity	0.6872	NPC54420
Remote Similarity	0.6872	NPC203468
Remote Similarity	0.6872	NPC149155
Remote Similarity	0.6872	NPC110500
Remote Similarity	0.6863	NPC103230
Remote Similarity	0.6857	NPC475090
Remote Similarity	0.6857	NPC475105
Remote Similarity	0.6857	NPC329896
Remote Similarity	0.6854	NPC123839
Remote Similarity	0.6853	NPC126709
Remote Similarity	0.6853	NPC248041
Remote Similarity	0.6853	NPC283219
Remote Similarity	0.6853	NPC248462
Remote Similarity	0.6845	NPC251391
Remote Similarity	0.6842	NPC474116
Remote Similarity	0.6842	NPC472062
Remote Similarity	0.6842	NPC193761
Remote Similarity	0.6842	NPC472069
Remote Similarity	0.6842	NPC260900
Remote Similarity	0.6842	NPC472063
Remote Similarity	0.6839	NPC78020
Remote Similarity	0.6832	NPC111602
Remote Similarity	0.6832	NPC102338
Remote Similarity	0.6832	NPC63199
Remote Similarity	0.6832	NPC213629
Remote Similarity	0.6832	NPC196251
Remote Similarity	0.6829	NPC19692
Remote Similarity	0.6829	NPC220151
Remote Similarity	0.6823	NPC42372
Remote Similarity	0.6812	NPC477044
Remote Similarity	0.6812	NPC477041
Remote Similarity	0.6812	NPC67288
Remote Similarity	0.6811	NPC477974
Remote Similarity	0.6809	NPC209362
Remote Similarity	0.6808	NPC162860
Remote Similarity	0.6806	NPC477979
Remote Similarity	0.6806	NPC4421
Remote Similarity	0.6804	NPC32534
Remote Similarity	0.6802	NPC157583
Remote Similarity	0.6802	NPC24370
Remote Similarity	0.6802	NPC237188
Remote Similarity	0.6802	NPC319232
Remote Similarity	0.68	NPC89490
Remote Similarity	0.68	NPC165495
Remote Similarity	0.68	NPC207851
Remote Similarity	0.68	NPC467063
Remote Similarity	0.6798	NPC83111
Remote Similarity	0.6792	NPC477065
Remote Similarity	0.6791	NPC318299
Remote Similarity	0.6789	NPC80681
Remote Similarity	0.6789	NPC158020
Remote Similarity	0.6789	NPC473115
Remote Similarity	0.6789	NPC6576
Remote Similarity	0.6789	NPC75600
Remote Similarity	0.6789	NPC212768
Remote Similarity	0.6789	NPC473089
Remote Similarity	0.6788	NPC41717
Remote Similarity	0.6786	NPC116622
Remote Similarity	0.6786	NPC293216
Remote Similarity	0.6784	NPC191415
Remote Similarity	0.678	NPC101165
Remote Similarity	0.678	NPC326422
Remote Similarity	0.678	NPC267343
Remote Similarity	0.6779	NPC81535
Remote Similarity	0.6779	NPC477045
Remote Similarity	0.6774	NPC36405
Remote Similarity	0.6774	NPC477907
Remote Similarity	0.6774	NPC42678
Remote Similarity	0.6774	NPC477909
Remote Similarity	0.6771	NPC265100
Remote Similarity	0.6771	NPC476491
Remote Similarity	0.6768	NPC11126
Remote Similarity	0.6763	NPC227582
Remote Similarity	0.6762	NPC162730
Remote Similarity	0.6759	NPC317752
Remote Similarity	0.6759	NPC234078
Remote Similarity	0.6759	NPC221100
Remote Similarity	0.6751	NPC84347
Remote Similarity	0.675	NPC102755
Remote Similarity	0.6749	NPC103119
Remote Similarity	0.6749	NPC44354
Remote Similarity	0.6745	NPC82053
Remote Similarity	0.6745	NPC471191
Remote Similarity	0.6745	NPC472065
Remote Similarity	0.6737	NPC213914
Remote Similarity	0.6734	NPC469896
Remote Similarity	0.6734	NPC73994
Remote Similarity	0.6734	NPC61011
Remote Similarity	0.6733	NPC62749
Remote Similarity	0.6732	NPC216550
Remote Similarity	0.6732	NPC47190
Remote Similarity	0.673	NPC98715
Remote Similarity	0.6717	NPC111275
Remote Similarity	0.6716	NPC154339
Remote Similarity	0.6715	NPC472116
Remote Similarity	0.6714	NPC225821
Remote Similarity	0.6714	NPC46225
Remote Similarity	0.6713	NPC118940
Remote Similarity	0.6712	NPC62367
Remote Similarity	0.6712	NPC477714
Remote Similarity	0.6701	NPC160105
Remote Similarity	0.67	NPC17059
Remote Similarity	0.6699	NPC304203
Remote Similarity	0.6699	NPC123395
Remote Similarity	0.6699	NPC284338
Remote Similarity	0.6699	NPC477004
Remote Similarity	0.6698	NPC327592
Remote Similarity	0.6698	NPC477043
Remote Similarity	0.6698	NPC475847
Remote Similarity	0.6698	NPC185742
Remote Similarity	0.6697	NPC477903

Drug Structure

NPD6226 OpenBabel08211709092D 37 39 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 -0.0000 -2.0000 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 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 -4.3301 -1.5000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 2 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 -3.5000 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 -0.8660 -4.5000 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 1.7321 -3.0000 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 -0.0000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 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 3.4641 -3.0000 0.0000 O 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 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 1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 33 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 17 1 0 0 0 0 5 21 2 0 0 0 0 6 8 1 0 0 0 0 6 18 2 0 0 0 0 7 9 2 0 0 0 0 7 18 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 19 2 0 0 0 0 11 13 2 0 0 0 0 11 19 1 0 0 0 0 12 29 2 0 0 0 0 13 29 1 0 0 0 0 14 17 2 0 0 0 0 14 21 1 0 0 0 0 15 17 1 0 0 0 0 16 1 1 6 0 0 0 16 22 1 0 0 0 0 16 28 1 0 0 0 0 18 19 1 0 0 0 0 20 24 1 0 0 0 0 21 23 1 0 0 0 0 22 15 1 1 0 0 0 22 25 1 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 24 30 2 0 0 0 0 25 31 2 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 29 32 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000586
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5496659
ChEBI
CAS Number

Drug Properties

Molecular Weight	446.20
ALogP	-0.9461
MLogP	3.33
XLogP	4.851
HDA	6
HBD	3
Rotatable Bonds	13
TPSA	130.73
RO5 Violation	0