NPASS drugs

Drug Information

Drug ID:	NPD5747
Drug Name:	NO-antihypertensives, NicOx/Merck & Co
Molecular Formula:	C23H33N3O8
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)OCCCON(=O)=O)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C23H33N3O8/c1-3-32-22(28)19(13-12-18-9-5-4-6-10-18)24-17(2)21(27)25-14-7-11-20(25)23(29)33-15-8-16-34-26(30)31/h4-6,9-10,17,19-20,24H,3,7-8,11-16H2,1-2H3/t17-,19-,20-/m0/s1
Standard InCHIKey:	YGMKQTIZFBBSRD-IHPCNDPISA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5747

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	96
0.1-0.2	631
0.2-0.3	2690
0.3-0.4	13151
0.4-0.5	12193
0.5-0.6	1723
0.6-0.7	308
0.7-0.8	98
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	0.7877	NPC2501
Intermediate Similarity	0.7847	NPC5620
Intermediate Similarity	0.7778	NPC52748
Intermediate Similarity	0.7778	NPC476978
Intermediate Similarity	0.7724	NPC315266
Intermediate Similarity	0.7718	NPC122590
Intermediate Similarity	0.7708	NPC161069
Intermediate Similarity	0.7703	NPC7817
Intermediate Similarity	0.7703	NPC475168
Intermediate Similarity	0.7687	NPC471821
Intermediate Similarity	0.7687	NPC471820
Intermediate Similarity	0.7664	NPC136453
Intermediate Similarity	0.7655	NPC315283
Intermediate Similarity	0.7655	NPC314388
Intermediate Similarity	0.7639	NPC263493
Intermediate Similarity	0.7639	NPC269398
Intermediate Similarity	0.7635	NPC129666
Intermediate Similarity	0.7632	NPC197743
Intermediate Similarity	0.7632	NPC297145
Intermediate Similarity	0.7622	NPC476133
Intermediate Similarity	0.7622	NPC98424
Intermediate Similarity	0.7622	NPC470884
Intermediate Similarity	0.7622	NPC92784
Intermediate Similarity	0.7622	NPC178662
Intermediate Similarity	0.7619	NPC145113
Intermediate Similarity	0.7619	NPC225648
Intermediate Similarity	0.7619	NPC329761
Intermediate Similarity	0.7609	NPC105114
Intermediate Similarity	0.7609	NPC89923
Intermediate Similarity	0.7609	NPC239990
Intermediate Similarity	0.7609	NPC152850
Intermediate Similarity	0.7609	NPC71933
Intermediate Similarity	0.7603	NPC316008
Intermediate Similarity	0.7603	NPC313867
Intermediate Similarity	0.7603	NPC209509
Intermediate Similarity	0.7574	NPC6975
Intermediate Similarity	0.7571	NPC130309
Intermediate Similarity	0.7569	NPC163392
Intermediate Similarity	0.7569	NPC239762
Intermediate Similarity	0.7552	NPC471265
Intermediate Similarity	0.7552	NPC471264
Intermediate Similarity	0.7551	NPC314358
Intermediate Similarity	0.755	NPC470902
Intermediate Similarity	0.75	NPC138775
Intermediate Similarity	0.7483	NPC473341
Intermediate Similarity	0.745	NPC240848
Intermediate Similarity	0.7447	NPC157311
Intermediate Similarity	0.7432	NPC262077
Intermediate Similarity	0.7426	NPC202521
Intermediate Similarity	0.7417	NPC162104
Intermediate Similarity	0.7394	NPC8761
Intermediate Similarity	0.7394	NPC44805
Intermediate Similarity	0.7379	NPC132636
Intermediate Similarity	0.7355	NPC62104
Intermediate Similarity	0.7355	NPC1390
Intermediate Similarity	0.7353	NPC200964
Intermediate Similarity	0.7353	NPC476990
Intermediate Similarity	0.731	NPC68865
Intermediate Similarity	0.7308	NPC471527
Intermediate Similarity	0.7299	NPC71684
Intermediate Similarity	0.7292	NPC248283
Intermediate Similarity	0.7273	NPC469903
Intermediate Similarity	0.7266	NPC67043
Intermediate Similarity	0.7246	NPC252878
Intermediate Similarity	0.723	NPC139326
Intermediate Similarity	0.723	NPC77905
Intermediate Similarity	0.7203	NPC255447
Intermediate Similarity	0.72	NPC322598
Intermediate Similarity	0.7197	NPC469901
Intermediate Similarity	0.7197	NPC469902
Intermediate Similarity	0.7194	NPC46427
Intermediate Similarity	0.7192	NPC127741
Intermediate Similarity	0.7183	NPC473322
Intermediate Similarity	0.7179	NPC324850
Intermediate Similarity	0.7172	NPC141050
Intermediate Similarity	0.717	NPC210377
Intermediate Similarity	0.717	NPC5719
Intermediate Similarity	0.717	NPC217804
Intermediate Similarity	0.717	NPC22883
Intermediate Similarity	0.7152	NPC311658
Intermediate Similarity	0.7143	NPC222466
Intermediate Similarity	0.7125	NPC15068
Intermediate Similarity	0.7095	NPC307357
Intermediate Similarity	0.7095	NPC268841
Intermediate Similarity	0.7095	NPC46098
Intermediate Similarity	0.7092	NPC101719
Intermediate Similarity	0.7081	NPC63040
Intermediate Similarity	0.7063	NPC111428
Intermediate Similarity	0.7059	NPC285926
Intermediate Similarity	0.7059	NPC315276
Intermediate Similarity	0.7059	NPC14672
Intermediate Similarity	0.7039	NPC135121
Intermediate Similarity	0.7034	NPC246079
Intermediate Similarity	0.702	NPC477217
Intermediate Similarity	0.702	NPC201244
Intermediate Similarity	0.702	NPC322878
Intermediate Similarity	0.7007	NPC314835
Intermediate Similarity	0.7	NPC197682
Remote Similarity	0.6994	NPC475123
Remote Similarity	0.6994	NPC475204
Remote Similarity	0.6986	NPC287401
Remote Similarity	0.697	NPC477462
Remote Similarity	0.6957	NPC63931
Remote Similarity	0.695	NPC474082
Remote Similarity	0.695	NPC175726
Remote Similarity	0.6941	NPC299806
Remote Similarity	0.6933	NPC168113
Remote Similarity	0.6933	NPC469426
Remote Similarity	0.6933	NPC469427
Remote Similarity	0.6933	NPC473000
Remote Similarity	0.6933	NPC469904
Remote Similarity	0.6928	NPC469900
Remote Similarity	0.6918	NPC469898
Remote Similarity	0.6912	NPC33742
Remote Similarity	0.6909	NPC285622
Remote Similarity	0.6909	NPC137627
Remote Similarity	0.6897	NPC300315
Remote Similarity	0.6897	NPC200589
Remote Similarity	0.6894	NPC471051
Remote Similarity	0.6894	NPC471053
Remote Similarity	0.6894	NPC471052
Remote Similarity	0.689	NPC46009
Remote Similarity	0.6889	NPC474584
Remote Similarity	0.6887	NPC57976
Remote Similarity	0.6887	NPC176226
Remote Similarity	0.6884	NPC169328
Remote Similarity	0.6884	NPC470545
Remote Similarity	0.6883	NPC105717
Remote Similarity	0.6879	NPC473002
Remote Similarity	0.6875	NPC473003
Remote Similarity	0.6875	NPC319766
Remote Similarity	0.687	NPC473418
Remote Similarity	0.6867	NPC26108
Remote Similarity	0.6861	NPC197470
Remote Similarity	0.6859	NPC300443
Remote Similarity	0.6853	NPC474847
Remote Similarity	0.685	NPC324569
Remote Similarity	0.6839	NPC283783
Remote Similarity	0.6838	NPC35850
Remote Similarity	0.6838	NPC276949
Remote Similarity	0.6835	NPC310467
Remote Similarity	0.6835	NPC470546
Remote Similarity	0.6812	NPC470544
Remote Similarity	0.6807	NPC306804
Remote Similarity	0.6806	NPC477937
Remote Similarity	0.6783	NPC22746
Remote Similarity	0.6781	NPC69496
Remote Similarity	0.6776	NPC468984
Remote Similarity	0.6761	NPC169485
Remote Similarity	0.6761	NPC317474
Remote Similarity	0.6761	NPC291027
Remote Similarity	0.6761	NPC213126
Remote Similarity	0.6761	NPC84281
Remote Similarity	0.6757	NPC233910
Remote Similarity	0.6757	NPC245836
Remote Similarity	0.6755	NPC476259
Remote Similarity	0.6748	NPC472923
Remote Similarity	0.6747	NPC89831
Remote Similarity	0.6742	NPC476198
Remote Similarity	0.673	NPC473580
Remote Similarity	0.6719	NPC293628
Remote Similarity	0.6719	NPC122493
Remote Similarity	0.6719	NPC10781
Remote Similarity	0.6709	NPC262166
Remote Similarity	0.6709	NPC286551
Remote Similarity	0.6708	NPC24617
Remote Similarity	0.6691	NPC239357
Remote Similarity	0.6687	NPC276506
Remote Similarity	0.6686	NPC473001
Remote Similarity	0.6667	NPC473404
Remote Similarity	0.6667	NPC317362
Remote Similarity	0.6667	NPC114806
Remote Similarity	0.6667	NPC475544
Remote Similarity	0.6667	NPC318930
Remote Similarity	0.6667	NPC471165
Remote Similarity	0.6647	NPC194671
Remote Similarity	0.6647	NPC269750
Remote Similarity	0.6647	NPC475421
Remote Similarity	0.6645	NPC314114
Remote Similarity	0.6626	NPC73655
Remote Similarity	0.6618	NPC319579
Remote Similarity	0.6607	NPC273755
Remote Similarity	0.6597	NPC35996
Remote Similarity	0.6596	NPC314992
Remote Similarity	0.6591	NPC240130
Remote Similarity	0.6591	NPC164859
Remote Similarity	0.6591	NPC61332
Remote Similarity	0.6587	NPC274198
Remote Similarity	0.6587	NPC198254
Remote Similarity	0.6581	NPC471680
Remote Similarity	0.6579	NPC281104
Remote Similarity	0.6579	NPC89489
Remote Similarity	0.6569	NPC329011
Remote Similarity	0.6569	NPC269340
Remote Similarity	0.6568	NPC155506
Remote Similarity	0.6568	NPC476227
Remote Similarity	0.6568	NPC317725
Remote Similarity	0.6568	NPC279871
Remote Similarity	0.6568	NPC159767
Remote Similarity	0.6568	NPC326407

Drug Structure

NPD5747 OpenBabel08211708292D 35 36 0 0 1 0 0 0 0 0999 V2000 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0000 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 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6622 -0.3393 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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 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 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4543 0.6389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6132 -0.6483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 1 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 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -5.7722 -1.9354 0.0000 N 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 2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -0.6994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9801 -2.9136 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5154 -1.2663 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 0.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8212 -1.6264 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 3 32 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 11 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 8 16 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 18 1 0 0 0 0 14 25 1 0 0 0 0 15 33 1 0 0 0 0 16 34 1 0 0 0 0 17 2 1 6 0 0 0 17 21 1 0 0 0 0 17 24 1 0 0 0 0 19 13 1 1 0 0 0 19 22 1 0 0 0 0 19 24 1 0 0 0 0 20 23 1 6 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 21 27 2 0 0 0 0 22 28 2 0 0 0 0 22 32 1 0 0 0 0 23 29 2 0 0 0 0 23 33 1 0 0 0 0 24 35 1 0 0 0 0 26 30 2 0 0 0 0 26 31 2 0 0 0 0 26 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006713
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	479.23
ALogP	-2.3737
MLogP	2.78
XLogP	5.063
HDA	7
HBD	1
Rotatable Bonds	19
TPSA	139.99
RO5 Violation	2