NPASS drugs

Drug Information

Drug ID:	NPD3589
Drug Name:
Molecular Formula:	C19H25N3O4
Canonical SMILES:	OC(=O)CCN=C(c1ccc2c(c1)C(=O)N(C2)CCC1CCNCC1)O
Standard InCHI:	InChI=1S/C19H25N3O4/c23-17(24)5-9-21-18(25)14-1-2-15-12-22(19(26)16(15)11-14)10-6-13-3-7-20-8-4-13/h1-2,11,13,20H,3-10,12H2,(H,21,25)(H,23,24)
Standard InCHIKey:	YAAYYZAARZCUQN-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3589

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	176
0.1-0.2	787
0.2-0.3	2987
0.3-0.4	8912
0.4-0.5	11571
0.5-0.6	5865
0.6-0.7	589
0.7-0.8	3
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	0.7193	NPC189116
Intermediate Similarity	0.7178	NPC311658
Intermediate Similarity	0.7019	NPC238412
Remote Similarity	0.6832	NPC260045
Remote Similarity	0.6832	NPC79465
Remote Similarity	0.6832	NPC474811
Remote Similarity	0.6832	NPC474855
Remote Similarity	0.6832	NPC273907
Remote Similarity	0.6832	NPC151706
Remote Similarity	0.6832	NPC475598
Remote Similarity	0.6832	NPC9687
Remote Similarity	0.6832	NPC474787
Remote Similarity	0.6832	NPC118099
Remote Similarity	0.6832	NPC293377
Remote Similarity	0.6832	NPC76785
Remote Similarity	0.6832	NPC475318
Remote Similarity	0.6832	NPC49577
Remote Similarity	0.6832	NPC476102
Remote Similarity	0.6832	NPC90194
Remote Similarity	0.6802	NPC93343
Remote Similarity	0.6776	NPC99723
Remote Similarity	0.6763	NPC211525
Remote Similarity	0.6763	NPC153694
Remote Similarity	0.6748	NPC281104
Remote Similarity	0.6739	NPC471742
Remote Similarity	0.6686	NPC476444
Remote Similarity	0.6685	NPC66490
Remote Similarity	0.6685	NPC471743
Remote Similarity	0.6667	NPC61004
Remote Similarity	0.6667	NPC474473
Remote Similarity	0.6667	NPC125852
Remote Similarity	0.6649	NPC283207
Remote Similarity	0.6644	NPC66208
Remote Similarity	0.6632	NPC45850
Remote Similarity	0.6629	NPC243673
Remote Similarity	0.6629	NPC148468
Remote Similarity	0.6629	NPC310403
Remote Similarity	0.6629	NPC263709
Remote Similarity	0.6629	NPC63210
Remote Similarity	0.6629	NPC97380
Remote Similarity	0.6627	NPC43477
Remote Similarity	0.6624	NPC285394
Remote Similarity	0.6607	NPC297322
Remote Similarity	0.6606	NPC153007
Remote Similarity	0.6591	NPC472102
Remote Similarity	0.6591	NPC309531
Remote Similarity	0.659	NPC469903
Remote Similarity	0.6584	NPC126458
Remote Similarity	0.6573	NPC52059
Remote Similarity	0.6573	NPC470069
Remote Similarity	0.6566	NPC471155
Remote Similarity	0.6566	NPC242933
Remote Similarity	0.6566	NPC472538
Remote Similarity	0.6564	NPC471944
Remote Similarity	0.6564	NPC253476
Remote Similarity	0.6556	NPC476749
Remote Similarity	0.6554	NPC472121
Remote Similarity	0.6554	NPC318327
Remote Similarity	0.6538	NPC273830
Remote Similarity	0.6536	NPC278887
Remote Similarity	0.6534	NPC36495
Remote Similarity	0.6534	NPC114806
Remote Similarity	0.6533	NPC270241
Remote Similarity	0.6532	NPC68967
Remote Similarity	0.6522	NPC164340
Remote Similarity	0.6515	NPC225400
Remote Similarity	0.6513	NPC186933
Remote Similarity	0.6505	NPC470317
Remote Similarity	0.6503	NPC313663
Remote Similarity	0.6497	NPC167323
Remote Similarity	0.6497	NPC73644
Remote Similarity	0.6497	NPC26285
Remote Similarity	0.6497	NPC269923
Remote Similarity	0.6486	NPC55529
Remote Similarity	0.6482	NPC470786
Remote Similarity	0.6477	NPC24617
Remote Similarity	0.6474	NPC473341
Remote Similarity	0.6471	NPC16188
Remote Similarity	0.6464	NPC475123
Remote Similarity	0.6464	NPC475204
Remote Similarity	0.6461	NPC476750
Remote Similarity	0.6457	NPC161827
Remote Similarity	0.6455	NPC473815
Remote Similarity	0.6453	NPC237649
Remote Similarity	0.6453	NPC300596
Remote Similarity	0.6453	NPC7817
Remote Similarity	0.6453	NPC475168
Remote Similarity	0.6452	NPC73555
Remote Similarity	0.645	NPC315266
Remote Similarity	0.6448	NPC165285
Remote Similarity	0.6448	NPC470548
Remote Similarity	0.6446	NPC242159
Remote Similarity	0.6446	NPC313694
Remote Similarity	0.6444	NPC214960
Remote Similarity	0.6444	NPC279527
Remote Similarity	0.6442	NPC473962
Remote Similarity	0.6441	NPC469902
Remote Similarity	0.6438	NPC65310
Remote Similarity	0.6436	NPC322621
Remote Similarity	0.6429	NPC468984
Remote Similarity	0.6429	NPC33011
Remote Similarity	0.6429	NPC158157
Remote Similarity	0.6421	NPC183805
Remote Similarity	0.6415	NPC85511
Remote Similarity	0.6413	NPC475427
Remote Similarity	0.6409	NPC129486
Remote Similarity	0.6405	NPC476357
Remote Similarity	0.6404	NPC27904
Remote Similarity	0.6398	NPC305717
Remote Similarity	0.6395	NPC13470
Remote Similarity	0.6393	NPC298851
Remote Similarity	0.6393	NPC21752
Remote Similarity	0.6393	NPC276993
Remote Similarity	0.6393	NPC475532
Remote Similarity	0.6393	NPC181138
Remote Similarity	0.6393	NPC293255
Remote Similarity	0.6393	NPC210415
Remote Similarity	0.6392	NPC213126
Remote Similarity	0.6392	NPC317474
Remote Similarity	0.6392	NPC169485
Remote Similarity	0.6392	NPC291027
Remote Similarity	0.6392	NPC84281
Remote Similarity	0.6391	NPC472241
Remote Similarity	0.6387	NPC313293
Remote Similarity	0.6378	NPC474081
Remote Similarity	0.6374	NPC46009
Remote Similarity	0.6374	NPC472242
Remote Similarity	0.6374	NPC472118
Remote Similarity	0.637	NPC304873
Remote Similarity	0.6369	NPC200964
Remote Similarity	0.6368	NPC278434
Remote Similarity	0.6364	NPC291305
Remote Similarity	0.6364	NPC475962
Remote Similarity	0.6358	NPC474057
Remote Similarity	0.6358	NPC469666
Remote Similarity	0.6354	NPC182131
Remote Similarity	0.6354	NPC328649
Remote Similarity	0.6353	NPC316008
Remote Similarity	0.6353	NPC313867
Remote Similarity	0.6353	NPC209509
Remote Similarity	0.6349	NPC235194
Remote Similarity	0.6348	NPC475544
Remote Similarity	0.6348	NPC469243
Remote Similarity	0.6347	NPC122553
Remote Similarity	0.6347	NPC132636
Remote Similarity	0.6344	NPC475761
Remote Similarity	0.6343	NPC470902
Remote Similarity	0.6339	NPC89831
Remote Similarity	0.6337	NPC478039
Remote Similarity	0.6337	NPC259678
Remote Similarity	0.6335	NPC44354
Remote Similarity	0.6333	NPC135006
Remote Similarity	0.6333	NPC63931
Remote Similarity	0.6329	NPC71684
Remote Similarity	0.6327	NPC255676
Remote Similarity	0.6324	NPC475607
Remote Similarity	0.6323	NPC14672
Remote Similarity	0.6323	NPC315276
Remote Similarity	0.6323	NPC285926
Remote Similarity	0.6319	NPC325651
Remote Similarity	0.6316	NPC329011
Remote Similarity	0.6316	NPC314358
Remote Similarity	0.6313	NPC241794
Remote Similarity	0.6307	NPC473580
Remote Similarity	0.6304	NPC137627
Remote Similarity	0.6304	NPC177261
Remote Similarity	0.6302	NPC83111
Remote Similarity	0.6302	NPC471195
Remote Similarity	0.6302	NPC471196
Remote Similarity	0.6301	NPC476757
Remote Similarity	0.6301	NPC254798
Remote Similarity	0.6299	NPC33742
Remote Similarity	0.6298	NPC304074
Remote Similarity	0.6298	NPC471771
Remote Similarity	0.6298	NPC290755
Remote Similarity	0.6294	NPC314388
Remote Similarity	0.6294	NPC13696
Remote Similarity	0.6294	NPC315283
Remote Similarity	0.629	NPC256935
Remote Similarity	0.6287	NPC471264
Remote Similarity	0.6287	NPC208725
Remote Similarity	0.6287	NPC471265
Remote Similarity	0.6286	NPC202198
Remote Similarity	0.6286	NPC56685
Remote Similarity	0.6284	NPC314693
Remote Similarity	0.6284	NPC276506
Remote Similarity	0.6284	NPC274198
Remote Similarity	0.6284	NPC198254
Remote Similarity	0.628	NPC255447
Remote Similarity	0.628	NPC120251
Remote Similarity	0.628	NPC314098
Remote Similarity	0.6279	NPC475578
Remote Similarity	0.6279	NPC328824
Remote Similarity	0.6279	NPC119569
Remote Similarity	0.6278	NPC472117
Remote Similarity	0.6278	NPC88970
Remote Similarity	0.6275	NPC474584
Remote Similarity	0.6273	NPC79698
Remote Similarity	0.6273	NPC4974
Remote Similarity	0.6272	NPC472243

Drug Structure

NPD3589 OpenBabel08211703112D 29 31 0 0 0 0 0 0 0 0999 V2000 3.2709 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4049 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -2.5000 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 2.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 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 3.2709 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7350 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1369 -2.0000 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 6.7350 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6010 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0029 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2788 -1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4670 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8690 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 7 1 0 0 0 0 3 13 1 0 0 0 0 4 8 1 0 0 0 0 4 13 1 0 0 0 0 5 9 1 0 0 0 0 5 17 1 0 0 0 0 6 10 1 0 0 0 0 6 13 1 0 0 0 0 7 20 1 0 0 0 0 8 20 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 14 18 1 0 0 0 0 15 16 2 0 0 0 0 16 19 1 0 0 0 0 17 23 2 0 0 0 0 17 24 1 0 0 0 0 18 21 2 3 0 0 0 18 25 1 0 0 0 0 19 22 1 0 0 0 0 19 26 2 0 0 0 0 20 27 1 0 0 0 0 24 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003955
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9885190
ChEBI
CAS Number

Drug Properties

Molecular Weight	359.18
ALogP	-2.6781
MLogP	2.78
XLogP	1.139
HDA	7
HBD	3
Rotatable Bonds	9
TPSA	102.23
RO5 Violation	0