NPASS drugs

Drug Information

Drug ID:	NPD5103
Drug Name:
Molecular Formula:	C22H26N2O
Canonical SMILES:	OC(=NCCCCN1CCc2c(C1)cccc2)/C=C/c1ccccc1
Standard InCHI:	InChI=1S/C22H26N2O/c25-22(13-12-19-8-2-1-3-9-19)23-15-6-7-16-24-17-14-20-10-4-5-11-21(20)18-24/h1-5,8-13H,6-7,14-18H2,(H,23,25)/b13-12+
Standard InCHIKey:	GQPJBOOQHWEOKT-OUKQBFOZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5103

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	136
0.1-0.2	1287
0.2-0.3	7247
0.3-0.4	10917
0.4-0.5	8462
0.5-0.6	2539
0.6-0.7	262
0.7-0.8	37
0.8-0.85	3
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	0.8421	NPC203076
Intermediate Similarity	0.8333	NPC473031
Intermediate Similarity	0.8182	NPC470926
Intermediate Similarity	0.7917	NPC104070
Intermediate Similarity	0.7767	NPC329430
Intermediate Similarity	0.7706	NPC45033
Intermediate Similarity	0.7629	NPC14326
Intermediate Similarity	0.75	NPC258046
Intermediate Similarity	0.75	NPC239854
Intermediate Similarity	0.75	NPC322040
Intermediate Similarity	0.7451	NPC470877
Intermediate Similarity	0.7429	NPC108339
Intermediate Similarity	0.74	NPC3210
Intermediate Similarity	0.7379	NPC209764
Intermediate Similarity	0.7379	NPC471307
Intermediate Similarity	0.7379	NPC141139
Intermediate Similarity	0.7379	NPC121872
Intermediate Similarity	0.7379	NPC74936
Intermediate Similarity	0.7379	NPC159178
Intermediate Similarity	0.7379	NPC78041
Intermediate Similarity	0.73	NPC169016
Intermediate Similarity	0.729	NPC33168
Intermediate Similarity	0.729	NPC311242
Intermediate Similarity	0.7248	NPC469457
Intermediate Similarity	0.7212	NPC172128
Intermediate Similarity	0.7196	NPC471320
Intermediate Similarity	0.7196	NPC471319
Intermediate Similarity	0.7188	NPC271642
Intermediate Similarity	0.7184	NPC262393
Intermediate Similarity	0.717	NPC471309
Intermediate Similarity	0.7107	NPC326232
Intermediate Similarity	0.7087	NPC471638
Intermediate Similarity	0.7083	NPC98976
Intermediate Similarity	0.7083	NPC220698
Intermediate Similarity	0.708	NPC471447
Intermediate Similarity	0.7049	NPC273830
Intermediate Similarity	0.7043	NPC65855
Intermediate Similarity	0.7043	NPC292758
Intermediate Similarity	0.7027	NPC291610
Intermediate Similarity	0.7019	NPC12429
Remote Similarity	0.6991	NPC474559
Remote Similarity	0.6991	NPC211551
Remote Similarity	0.6984	NPC476950
Remote Similarity	0.6957	NPC24101
Remote Similarity	0.6957	NPC96224
Remote Similarity	0.693	NPC191215
Remote Similarity	0.693	NPC274089
Remote Similarity	0.6923	NPC17497
Remote Similarity	0.6923	NPC305602
Remote Similarity	0.6911	NPC314192
Remote Similarity	0.6842	NPC473418
Remote Similarity	0.6842	NPC474695
Remote Similarity	0.6822	NPC245259
Remote Similarity	0.6822	NPC226438
Remote Similarity	0.6794	NPC313352
Remote Similarity	0.6789	NPC303045
Remote Similarity	0.6789	NPC161972
Remote Similarity	0.6727	NPC25565
Remote Similarity	0.672	NPC109151
Remote Similarity	0.67	NPC12857
Remote Similarity	0.6699	NPC119677
Remote Similarity	0.6667	NPC202613
Remote Similarity	0.6667	NPC471317
Remote Similarity	0.6667	NPC475439
Remote Similarity	0.6667	NPC473501
Remote Similarity	0.6667	NPC471310
Remote Similarity	0.6667	NPC264580
Remote Similarity	0.6667	NPC472258
Remote Similarity	0.6639	NPC470544
Remote Similarity	0.6639	NPC82963
Remote Similarity	0.6639	NPC475013
Remote Similarity	0.6636	NPC58674
Remote Similarity	0.6635	NPC133162
Remote Similarity	0.6633	NPC299134
Remote Similarity	0.6589	NPC478079
Remote Similarity	0.6585	NPC311737
Remote Similarity	0.6585	NPC192209
Remote Similarity	0.6585	NPC470545
Remote Similarity	0.6585	NPC313449
Remote Similarity	0.6585	NPC38458
Remote Similarity	0.6581	NPC142297
Remote Similarity	0.6579	NPC329375
Remote Similarity	0.6574	NPC316108
Remote Similarity	0.6574	NPC78154
Remote Similarity	0.6552	NPC167336
Remote Similarity	0.6552	NPC143516
Remote Similarity	0.6545	NPC469330
Remote Similarity	0.6541	NPC184437
Remote Similarity	0.6538	NPC8305
Remote Similarity	0.6538	NPC268763
Remote Similarity	0.6538	NPC66177
Remote Similarity	0.6532	NPC470546
Remote Similarity	0.6531	NPC244738
Remote Similarity	0.6529	NPC476048
Remote Similarity	0.6529	NPC187036
Remote Similarity	0.6529	NPC296163
Remote Similarity	0.6525	NPC153690
Remote Similarity	0.6508	NPC475915
Remote Similarity	0.6505	NPC231986
Remote Similarity	0.6504	NPC147957
Remote Similarity	0.6496	NPC231705
Remote Similarity	0.6496	NPC474804
Remote Similarity	0.6496	NPC474973
Remote Similarity	0.6496	NPC473498
Remote Similarity	0.6496	NPC130898
Remote Similarity	0.6491	NPC214200
Remote Similarity	0.6491	NPC228400
Remote Similarity	0.6489	NPC124802
Remote Similarity	0.6475	NPC33742
Remote Similarity	0.6466	NPC256893
Remote Similarity	0.6455	NPC473661
Remote Similarity	0.6452	NPC283468
Remote Similarity	0.6449	NPC198747
Remote Similarity	0.6439	NPC126859
Remote Similarity	0.6439	NPC89769
Remote Similarity	0.6439	NPC259665
Remote Similarity	0.6435	NPC318154
Remote Similarity	0.6423	NPC243162
Remote Similarity	0.6423	NPC288232
Remote Similarity	0.6423	NPC170170
Remote Similarity	0.6423	NPC211468
Remote Similarity	0.6423	NPC219233
Remote Similarity	0.6417	NPC319579
Remote Similarity	0.6412	NPC150863
Remote Similarity	0.64	NPC122009
Remote Similarity	0.6393	NPC276949
Remote Similarity	0.6393	NPC35850
Remote Similarity	0.6387	NPC302790
Remote Similarity	0.6381	NPC474088
Remote Similarity	0.6379	NPC178902
Remote Similarity	0.6378	NPC71684
Remote Similarity	0.6377	NPC323123
Remote Similarity	0.6357	NPC307020
Remote Similarity	0.6349	NPC143603
Remote Similarity	0.6348	NPC474582
Remote Similarity	0.6348	NPC289381
Remote Similarity	0.6348	NPC155847
Remote Similarity	0.6346	NPC242628
Remote Similarity	0.6337	NPC139658
Remote Similarity	0.6333	NPC258056
Remote Similarity	0.6327	NPC219246
Remote Similarity	0.6325	NPC224610
Remote Similarity	0.6325	NPC275467
Remote Similarity	0.6325	NPC194390
Remote Similarity	0.6325	NPC88267
Remote Similarity	0.6325	NPC113326
Remote Similarity	0.6308	NPC4974
Remote Similarity	0.6306	NPC265521
Remote Similarity	0.6299	NPC263835
Remote Similarity	0.6299	NPC27833
Remote Similarity	0.6296	NPC60408
Remote Similarity	0.6288	NPC469666
Remote Similarity	0.6286	NPC283012
Remote Similarity	0.6286	NPC475199
Remote Similarity	0.6281	NPC474149
Remote Similarity	0.6279	NPC471314
Remote Similarity	0.6279	NPC471315
Remote Similarity	0.6275	NPC325662
Remote Similarity	0.6275	NPC98269
Remote Similarity	0.6269	NPC53044
Remote Similarity	0.6268	NPC185838
Remote Similarity	0.6259	NPC186284
Remote Similarity	0.6259	NPC22082
Remote Similarity	0.625	NPC473676
Remote Similarity	0.625	NPC7067
Remote Similarity	0.625	NPC164802
Remote Similarity	0.6241	NPC472245
Remote Similarity	0.6241	NPC226662
Remote Similarity	0.6241	NPC280807
Remote Similarity	0.624	NPC285926
Remote Similarity	0.624	NPC14672
Remote Similarity	0.624	NPC315276
Remote Similarity	0.6239	NPC325441
Remote Similarity	0.6231	NPC285394
Remote Similarity	0.623	NPC275410
Remote Similarity	0.6224	NPC254798
Remote Similarity	0.6222	NPC3202
Remote Similarity	0.622	NPC43275
Remote Similarity	0.622	NPC91958
Remote Similarity	0.622	NPC268572
Remote Similarity	0.621	NPC118202
Remote Similarity	0.621	NPC246904
Remote Similarity	0.6195	NPC256452
Remote Similarity	0.6183	NPC476322
Remote Similarity	0.6183	NPC79698
Remote Similarity	0.6181	NPC179825
Remote Similarity	0.6181	NPC476151
Remote Similarity	0.6181	NPC191376
Remote Similarity	0.6181	NPC321505
Remote Similarity	0.6176	NPC132847
Remote Similarity	0.6172	NPC317564
Remote Similarity	0.6167	NPC79618
Remote Similarity	0.6167	NPC434
Remote Similarity	0.6167	NPC55529
Remote Similarity	0.6165	NPC473322
Remote Similarity	0.6165	NPC471313
Remote Similarity	0.6165	NPC471311
Remote Similarity	0.6165	NPC111428
Remote Similarity	0.6162	NPC229235
Remote Similarity	0.616	NPC317254

Drug Structure

NPD5103 OpenBabel08211706322D 26 28 0 0 0 0 0 0 0 0999 V2000 10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 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 -0.8660 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -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 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -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 4.3301 -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 -0.0000 -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 8.6603 -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 -0.0000 -0.0000 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 -2.0000 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 6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 20 2 0 0 0 0 11 21 2 0 0 0 0 12 13 2 0 0 0 0 12 19 1 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 24 1 0 0 0 0 20 21 1 0 0 0 0 22 23 2 3 0 0 0 22 25 1 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007820
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10065496
ChEBI
CAS Number

Drug Properties

Molecular Weight	334.20
ALogP	-0.2055
MLogP	3.55
XLogP	7.426
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	35.83
RO5 Violation	1