NPASS drugs

Drug Information

Drug ID:	NPD5469
Drug Name:	Betrixaban
Molecular Formula:	C23H22ClN5O3
Canonical SMILES:	COc1ccc(c(c1)C(=Nc1ccc(cn1)Cl)O)NC(=O)c1ccc(cc1)C(=N)N(C)C
Standard InCHI:	InChI=1S/C23H22ClN5O3/c1-29(2)21(25)14-4-6-15(7-5-14)22(30)27-19-10-9-17(32-3)12-18(19)23(31)28-20-11-8-16(24)13-26-20/h4-13,25H,1-3H3,(H,27,30)(H,26,28,31)
Standard InCHIKey:	XHOLNRLADUSQLD-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5469

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	382
0.1-0.2	2717
0.2-0.3	9831
0.3-0.4	3818
0.4-0.5	11002
0.5-0.6	2263
0.6-0.7	863
0.7-0.8	14
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	0.7455	NPC193238
Intermediate Similarity	0.7404	NPC157931
Intermediate Similarity	0.7189	NPC56271
Intermediate Similarity	0.7185	NPC257851
Intermediate Similarity	0.713	NPC470020
Intermediate Similarity	0.7085	NPC142385
Intermediate Similarity	0.7083	NPC471762
Intermediate Similarity	0.7056	NPC208522
Intermediate Similarity	0.7056	NPC309845
Intermediate Similarity	0.7054	NPC90229
Intermediate Similarity	0.7049	NPC477549
Intermediate Similarity	0.7043	NPC82548
Intermediate Similarity	0.7	NPC470018
Intermediate Similarity	0.7	NPC243850
Remote Similarity	0.6996	NPC49547
Remote Similarity	0.6976	NPC72905
Remote Similarity	0.6971	NPC74575
Remote Similarity	0.6966	NPC236668
Remote Similarity	0.6962	NPC74360
Remote Similarity	0.6942	NPC66777
Remote Similarity	0.6936	NPC146976
Remote Similarity	0.692	NPC307963
Remote Similarity	0.6917	NPC322482
Remote Similarity	0.6913	NPC47059
Remote Similarity	0.6913	NPC329708
Remote Similarity	0.6913	NPC165349
Remote Similarity	0.6913	NPC118832
Remote Similarity	0.6913	NPC264166
Remote Similarity	0.6913	NPC274291
Remote Similarity	0.6897	NPC476465
Remote Similarity	0.688	NPC208284
Remote Similarity	0.6878	NPC469727
Remote Similarity	0.687	NPC208898
Remote Similarity	0.6865	NPC161801
Remote Similarity	0.6862	NPC472099
Remote Similarity	0.685	NPC137353
Remote Similarity	0.6846	NPC130570
Remote Similarity	0.6838	NPC471304
Remote Similarity	0.6836	NPC303374
Remote Similarity	0.683	NPC92111
Remote Similarity	0.6827	NPC471614
Remote Similarity	0.6822	NPC266931
Remote Similarity	0.6816	NPC477112
Remote Similarity	0.6815	NPC15801
Remote Similarity	0.6814	NPC198401
Remote Similarity	0.6813	NPC316224
Remote Similarity	0.6812	NPC315957
Remote Similarity	0.6805	NPC216612
Remote Similarity	0.6805	NPC210434
Remote Similarity	0.6802	NPC253675
Remote Similarity	0.6792	NPC276657
Remote Similarity	0.6787	NPC101350
Remote Similarity	0.6786	NPC76748
Remote Similarity	0.6784	NPC251090
Remote Similarity	0.6782	NPC132385
Remote Similarity	0.6781	NPC321428
Remote Similarity	0.6778	NPC96321
Remote Similarity	0.6777	NPC122436
Remote Similarity	0.6776	NPC116622
Remote Similarity	0.6773	NPC171393
Remote Similarity	0.6773	NPC295452
Remote Similarity	0.6772	NPC63971
Remote Similarity	0.6772	NPC91868
Remote Similarity	0.6763	NPC60621
Remote Similarity	0.6761	NPC172222
Remote Similarity	0.6757	NPC74619
Remote Similarity	0.6753	NPC211813
Remote Similarity	0.6752	NPC171787
Remote Similarity	0.6752	NPC287208
Remote Similarity	0.6747	NPC240384
Remote Similarity	0.6747	NPC235685
Remote Similarity	0.6741	NPC296527
Remote Similarity	0.6739	NPC176538
Remote Similarity	0.6738	NPC45190
Remote Similarity	0.6738	NPC300156
Remote Similarity	0.6737	NPC242923
Remote Similarity	0.6723	NPC174672
Remote Similarity	0.6723	NPC174758
Remote Similarity	0.6722	NPC323969
Remote Similarity	0.6721	NPC207686
Remote Similarity	0.6709	NPC219087
Remote Similarity	0.6709	NPC270918
Remote Similarity	0.6707	NPC24019
Remote Similarity	0.6706	NPC270515
Remote Similarity	0.6696	NPC280714
Remote Similarity	0.6694	NPC478078
Remote Similarity	0.6693	NPC475816
Remote Similarity	0.6667	NPC246381
Remote Similarity	0.6667	NPC9482
Remote Similarity	0.6667	NPC220851
Remote Similarity	0.6667	NPC311906
Remote Similarity	0.6667	NPC27041
Remote Similarity	0.6653	NPC474192
Remote Similarity	0.6653	NPC475720
Remote Similarity	0.6653	NPC196718
Remote Similarity	0.6653	NPC16066
Remote Similarity	0.6652	NPC99666
Remote Similarity	0.664	NPC470017
Remote Similarity	0.6628	NPC478006
Remote Similarity	0.6627	NPC41501
Remote Similarity	0.6625	NPC469928
Remote Similarity	0.6625	NPC147983
Remote Similarity	0.6625	NPC62995
Remote Similarity	0.6625	NPC177996
Remote Similarity	0.6624	NPC285558
Remote Similarity	0.6624	NPC210256
Remote Similarity	0.6624	NPC475070
Remote Similarity	0.6618	NPC314222
Remote Similarity	0.6618	NPC196449
Remote Similarity	0.6615	NPC51854
Remote Similarity	0.6615	NPC53534
Remote Similarity	0.6614	NPC15406
Remote Similarity	0.6614	NPC470022
Remote Similarity	0.6613	NPC260434
Remote Similarity	0.6612	NPC193267
Remote Similarity	0.6612	NPC168209
Remote Similarity	0.6612	NPC308906
Remote Similarity	0.6612	NPC213530
Remote Similarity	0.6611	NPC478074
Remote Similarity	0.6609	NPC78767
Remote Similarity	0.6609	NPC156704
Remote Similarity	0.6609	NPC473814
Remote Similarity	0.6604	NPC315467
Remote Similarity	0.6601	NPC210296
Remote Similarity	0.66	NPC182222
Remote Similarity	0.6599	NPC194740
Remote Similarity	0.6597	NPC87413
Remote Similarity	0.6595	NPC315491
Remote Similarity	0.6595	NPC45459
Remote Similarity	0.6595	NPC213308
Remote Similarity	0.6594	NPC93390
Remote Similarity	0.6586	NPC473186
Remote Similarity	0.6586	NPC102593
Remote Similarity	0.6585	NPC132631
Remote Similarity	0.6585	NPC103687
Remote Similarity	0.6585	NPC24370
Remote Similarity	0.6585	NPC319232
Remote Similarity	0.6581	NPC223427
Remote Similarity	0.6581	NPC475774
Remote Similarity	0.658	NPC127085
Remote Similarity	0.6579	NPC478010
Remote Similarity	0.6579	NPC133140
Remote Similarity	0.6579	NPC478009
Remote Similarity	0.6579	NPC195268
Remote Similarity	0.6578	NPC171171
Remote Similarity	0.6576	NPC9729
Remote Similarity	0.6574	NPC295228
Remote Similarity	0.6573	NPC326363
Remote Similarity	0.6573	NPC278525
Remote Similarity	0.6571	NPC116701
Remote Similarity	0.657	NPC264285
Remote Similarity	0.657	NPC184408
Remote Similarity	0.6569	NPC316981
Remote Similarity	0.6569	NPC112206
Remote Similarity	0.6569	NPC472098
Remote Similarity	0.6569	NPC202605
Remote Similarity	0.6568	NPC53344
Remote Similarity	0.6565	NPC216369
Remote Similarity	0.656	NPC22481
Remote Similarity	0.6557	NPC473317
Remote Similarity	0.6557	NPC280799
Remote Similarity	0.6556	NPC274982
Remote Similarity	0.6555	NPC5145
Remote Similarity	0.6552	NPC478083
Remote Similarity	0.655	NPC230403
Remote Similarity	0.6549	NPC75179
Remote Similarity	0.6545	NPC125597
Remote Similarity	0.6545	NPC473449
Remote Similarity	0.6542	NPC316181
Remote Similarity	0.6542	NPC74562
Remote Similarity	0.6542	NPC151781
Remote Similarity	0.654	NPC477111
Remote Similarity	0.6538	NPC314882
Remote Similarity	0.6538	NPC329982
Remote Similarity	0.6535	NPC148889
Remote Similarity	0.6535	NPC92803
Remote Similarity	0.6534	NPC39370
Remote Similarity	0.6534	NPC90875
Remote Similarity	0.6533	NPC314002
Remote Similarity	0.6531	NPC243633
Remote Similarity	0.6531	NPC175150
Remote Similarity	0.6531	NPC478141
Remote Similarity	0.6529	NPC305984
Remote Similarity	0.6527	NPC63109
Remote Similarity	0.6525	NPC183537
Remote Similarity	0.6523	NPC78609
Remote Similarity	0.6522	NPC146724
Remote Similarity	0.652	NPC233334
Remote Similarity	0.652	NPC18890
Remote Similarity	0.6516	NPC150239
Remote Similarity	0.6516	NPC54066
Remote Similarity	0.6515	NPC237740
Remote Similarity	0.6508	NPC108342
Remote Similarity	0.6504	NPC194040
Remote Similarity	0.6504	NPC314056
Remote Similarity	0.6502	NPC271792
Remote Similarity	0.6502	NPC303658
Remote Similarity	0.6502	NPC46561
Remote Similarity	0.65	NPC6865
Remote Similarity	0.65	NPC153980

Drug Structure

NPD5469 OpenBabel08211708292D 35 37 0 0 0 0 0 0 0 0999 V2000 -4.3301 -7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 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 -6.0622 -4.5000 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 -6.0622 -3.5000 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 -0.0000 -2.0000 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 -3.4641 -3.0000 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 -1.7321 -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 -5.1962 -5.0000 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 0.8660 -1.5000 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 -1.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 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 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -6.5000 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 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -6.5000 0.0000 N 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 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 29 1 0 0 0 0 2 29 1 0 0 0 0 3 32 1 0 0 0 0 4 6 1 0 0 0 0 4 14 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 15 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 10 2 0 0 0 0 9 17 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 17 2 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 13 26 1 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 32 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 27 1 0 0 0 0 20 26 2 0 0 0 0 20 28 1 0 0 0 0 21 25 2 0 0 0 0 21 29 1 0 0 0 0 22 27 1 0 0 0 0 22 30 2 0 0 0 0 23 28 2 3 0 0 0 23 31 1 0 0 0 0 25 33 1 0 0 0 0 27 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009421
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10275777
ChEBI
CAS Number

Drug Properties

Molecular Weight	451.14
ALogP	-0.2959
MLogP	3
XLogP	5.221
HDA	7
HBD	3
Rotatable Bonds	13
TPSA	110.9
RO5 Violation	1