NPASS drugs

Drug Information

Drug ID:	NPD5979
Drug Name:
Molecular Formula:	C24H29NO4
Canonical SMILES:	OC(=O)COCCOCCN1CCC(=C(c2ccccc2)c2ccccc2)CC1
Standard InCHI:	InChI=1S/C24H29NO4/c26-23(27)19-29-18-17-28-16-15-25-13-11-22(12-14-25)24(20-7-3-1-4-8-20)21-9-5-2-6-10-21/h1-10H,11-19H2,(H,26,27)
Standard InCHIKey:	KMUBBNQZNBTUSH-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5979

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	68
0.1-0.2	496
0.2-0.3	2284
0.3-0.4	11126
0.4-0.5	13623
0.5-0.6	3017
0.6-0.7	266
0.7-0.8	10
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	0.7222	NPC136453
Intermediate Similarity	0.7165	NPC89923
Intermediate Similarity	0.7165	NPC105114
Intermediate Similarity	0.7165	NPC152850
Intermediate Similarity	0.7165	NPC239990
Intermediate Similarity	0.7165	NPC71933
Intermediate Similarity	0.7143	NPC474847
Intermediate Similarity	0.7094	NPC158854
Intermediate Similarity	0.7087	NPC65310
Intermediate Similarity	0.7	NPC157311
Remote Similarity	0.696	NPC314192
Remote Similarity	0.6949	NPC292758
Remote Similarity	0.6949	NPC65855
Remote Similarity	0.6947	NPC8761
Remote Similarity	0.6947	NPC44805
Remote Similarity	0.6897	NPC167336
Remote Similarity	0.6866	NPC127741
Remote Similarity	0.6866	NPC68865
Remote Similarity	0.6822	NPC305602
Remote Similarity	0.6822	NPC17497
Remote Similarity	0.6814	NPC154517
Remote Similarity	0.6794	NPC69496
Remote Similarity	0.6792	NPC475710
Remote Similarity	0.6772	NPC317474
Remote Similarity	0.6772	NPC213126
Remote Similarity	0.6772	NPC84281
Remote Similarity	0.6772	NPC169485
Remote Similarity	0.6772	NPC291027
Remote Similarity	0.6767	NPC233910
Remote Similarity	0.6767	NPC245836
Remote Similarity	0.6765	NPC268841
Remote Similarity	0.6765	NPC307357
Remote Similarity	0.6765	NPC46098
Remote Similarity	0.6754	NPC80115
Remote Similarity	0.6752	NPC473418
Remote Similarity	0.6727	NPC470926
Remote Similarity	0.672	NPC237420
Remote Similarity	0.6696	NPC316797
Remote Similarity	0.6667	NPC322598
Remote Similarity	0.6667	NPC135951
Remote Similarity	0.6638	NPC329375
Remote Similarity	0.6614	NPC45777
Remote Similarity	0.6614	NPC477061
Remote Similarity	0.6604	NPC243289
Remote Similarity	0.6604	NPC208183
Remote Similarity	0.6574	NPC203076
Remote Similarity	0.6571	NPC209509
Remote Similarity	0.6555	NPC45033
Remote Similarity	0.6525	NPC262077
Remote Similarity	0.6519	NPC313663
Remote Similarity	0.6496	NPC478140
Remote Similarity	0.6496	NPC471264
Remote Similarity	0.6496	NPC471265
Remote Similarity	0.6489	NPC4974
Remote Similarity	0.6475	NPC269398
Remote Similarity	0.6475	NPC263493
Remote Similarity	0.6466	NPC213969
Remote Similarity	0.6466	NPC165726
Remote Similarity	0.646	NPC474974
Remote Similarity	0.6457	NPC310467
Remote Similarity	0.6455	NPC325441
Remote Similarity	0.6449	NPC476133
Remote Similarity	0.6449	NPC178662
Remote Similarity	0.6449	NPC77992
Remote Similarity	0.6449	NPC470884
Remote Similarity	0.6449	NPC98424
Remote Similarity	0.6449	NPC92784
Remote Similarity	0.6435	NPC311242
Remote Similarity	0.6434	NPC471820
Remote Similarity	0.6434	NPC471821
Remote Similarity	0.6434	NPC105717
Remote Similarity	0.6429	NPC245259
Remote Similarity	0.6429	NPC161069
Remote Similarity	0.6429	NPC139326
Remote Similarity	0.6429	NPC470544
Remote Similarity	0.6423	NPC234376
Remote Similarity	0.6415	NPC231986
Remote Similarity	0.6414	NPC162104
Remote Similarity	0.6412	NPC307020
Remote Similarity	0.6412	NPC285394
Remote Similarity	0.6404	NPC329430
Remote Similarity	0.6403	NPC163392
Remote Similarity	0.6403	NPC239762
Remote Similarity	0.6396	NPC9822
Remote Similarity	0.6391	NPC199738
Remote Similarity	0.6391	NPC210950
Remote Similarity	0.6378	NPC470545
Remote Similarity	0.6378	NPC169328
Remote Similarity	0.6377	NPC43755
Remote Similarity	0.6371	NPC265002
Remote Similarity	0.6371	NPC273814
Remote Similarity	0.6364	NPC145113
Remote Similarity	0.6357	NPC190663
Remote Similarity	0.6357	NPC80150
Remote Similarity	0.6341	NPC319579
Remote Similarity	0.6339	NPC213156
Remote Similarity	0.6339	NPC240108
Remote Similarity	0.6339	NPC258627
Remote Similarity	0.6339	NPC172128
Remote Similarity	0.6338	NPC5620
Remote Similarity	0.6336	NPC35996
Remote Similarity	0.6333	NPC67043
Remote Similarity	0.6333	NPC471527
Remote Similarity	0.6328	NPC220698
Remote Similarity	0.6328	NPC470546
Remote Similarity	0.6324	NPC246079
Remote Similarity	0.6296	NPC104070
Remote Similarity	0.6283	NPC472319
Remote Similarity	0.6281	NPC274089
Remote Similarity	0.6281	NPC191215
Remote Similarity	0.6271	NPC214200
Remote Similarity	0.6271	NPC228400
Remote Similarity	0.6261	NPC256452
Remote Similarity	0.6261	NPC58674
Remote Similarity	0.6261	NPC473347
Remote Similarity	0.626	NPC160493
Remote Similarity	0.626	NPC24777
Remote Similarity	0.6259	NPC286551
Remote Similarity	0.625	NPC329761
Remote Similarity	0.625	NPC471053
Remote Similarity	0.625	NPC175393
Remote Similarity	0.625	NPC138775
Remote Similarity	0.625	NPC471051
Remote Similarity	0.625	NPC135121
Remote Similarity	0.625	NPC471052
Remote Similarity	0.625	NPC225648
Remote Similarity	0.6241	NPC477248
Remote Similarity	0.6241	NPC168113
Remote Similarity	0.6241	NPC477249
Remote Similarity	0.6239	NPC169016
Remote Similarity	0.6231	NPC476183
Remote Similarity	0.6231	NPC302169
Remote Similarity	0.6228	NPC473661
Remote Similarity	0.6226	NPC170484
Remote Similarity	0.6224	NPC201244
Remote Similarity	0.6224	NPC477217
Remote Similarity	0.6218	NPC239854
Remote Similarity	0.6207	NPC240848
Remote Similarity	0.6204	NPC103387
Remote Similarity	0.6204	NPC73637
Remote Similarity	0.6204	NPC246913
Remote Similarity	0.6204	NPC121478
Remote Similarity	0.6204	NPC323103
Remote Similarity	0.6202	NPC314992
Remote Similarity	0.62	NPC197743
Remote Similarity	0.62	NPC297145
Remote Similarity	0.6198	NPC211551
Remote Similarity	0.6198	NPC476198
Remote Similarity	0.6197	NPC197682
Remote Similarity	0.6197	NPC176226
Remote Similarity	0.6186	NPC12730
Remote Similarity	0.6183	NPC476281
Remote Similarity	0.6183	NPC476184
Remote Similarity	0.6182	NPC3210
Remote Similarity	0.6176	NPC155429
Remote Similarity	0.6172	NPC2265
Remote Similarity	0.6168	NPC164449
Remote Similarity	0.6168	NPC121800
Remote Similarity	0.6168	NPC184030
Remote Similarity	0.6164	NPC129666
Remote Similarity	0.616	NPC269340
Remote Similarity	0.6154	NPC472258
Remote Similarity	0.6154	NPC293628
Remote Similarity	0.6154	NPC324569
Remote Similarity	0.6154	NPC122493
Remote Similarity	0.6154	NPC204546
Remote Similarity	0.6154	NPC10781
Remote Similarity	0.6149	NPC122590
Remote Similarity	0.6148	NPC472316
Remote Similarity	0.6148	NPC472315
Remote Similarity	0.6148	NPC475203
Remote Similarity	0.6148	NPC471447
Remote Similarity	0.6148	NPC474376
Remote Similarity	0.6148	NPC136962
Remote Similarity	0.6147	NPC44830
Remote Similarity	0.6147	NPC474088
Remote Similarity	0.6147	NPC270507
Remote Similarity	0.6142	NPC33742
Remote Similarity	0.614	NPC317645
Remote Similarity	0.6136	NPC26285
Remote Similarity	0.6134	NPC469457
Remote Similarity	0.6132	NPC176228
Remote Similarity	0.6119	NPC472165
Remote Similarity	0.6116	NPC280616
Remote Similarity	0.6116	NPC19136
Remote Similarity	0.6116	NPC242913
Remote Similarity	0.6116	NPC171831
Remote Similarity	0.6111	NPC303245
Remote Similarity	0.6107	NPC476990
Remote Similarity	0.6098	NPC21929
Remote Similarity	0.6095	NPC271642
Remote Similarity	0.6094	NPC197470
Remote Similarity	0.6091	NPC133162
Remote Similarity	0.6091	NPC267704
Remote Similarity	0.609	NPC476278
Remote Similarity	0.6087	NPC45191
Remote Similarity	0.6075	NPC272260
Remote Similarity	0.6075	NPC78517
Remote Similarity	0.6075	NPC167577
Remote Similarity	0.6074	NPC477937

Drug Structure

NPD5979 OpenBabel08211708292D 30 32 0 0 0 0 0 0 0 0999 V2000 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 3.4641 -4.0000 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 4.3301 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 3.4641 -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 3.4641 -0.0000 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 0.0000 0.0000 C 0 0 0 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 0.5000 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 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 3.4641 -1.0000 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 -6.9282 0.0000 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 25 1 0 0 0 0 16 28 1 0 0 0 0 17 18 1 0 0 0 0 17 28 1 0 0 0 0 18 29 1 0 0 0 0 19 23 1 0 0 0 0 19 29 1 0 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 22 24 2 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001084
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.21
ALogP	-0.0792
MLogP	3.55
XLogP	6.442
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	59
RO5 Violation	1