NPASS drugs

Drug Information

Drug ID:	NPD5083
Drug Name:
Molecular Formula:	C22H25NO2
Canonical SMILES:	CCCCCC(c1cccc(c1)OCc1ccc2c(n1)cccc2)O
Standard InCHI:	InChI=1S/C22H25NO2/c1-2-3-4-12-22(24)18-9-7-10-20(15-18)25-16-19-14-13-17-8-5-6-11-21(17)23-19/h5-11,13-15,22,24H,2-4,12,16H2,1H3
Standard InCHIKey:	JRLOEMCOOZSCQP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5083

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	287
0.1-0.2	1347
0.2-0.3	7952
0.3-0.4	4629
0.4-0.5	8651
0.5-0.6	6468
0.6-0.7	1236
0.7-0.8	295
0.8-0.85	19
0.85-0.9	6
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
High Similarity	0.8683	NPC118511
High Similarity	0.8667	NPC26850
High Similarity	0.8663	NPC283152
High Similarity	0.8655	NPC312872
High Similarity	0.8588	NPC66083
High Similarity	0.858	NPC42591
Intermediate Similarity	0.8485	NPC26872
Intermediate Similarity	0.8391	NPC288943
Intermediate Similarity	0.8352	NPC478032
Intermediate Similarity	0.8324	NPC128823
Intermediate Similarity	0.8251	NPC79293
Intermediate Similarity	0.8251	NPC279401
Intermediate Similarity	0.8222	NPC204385
Intermediate Similarity	0.8202	NPC206201
Intermediate Similarity	0.8201	NPC274291
Intermediate Similarity	0.8201	NPC165349
Intermediate Similarity	0.8201	NPC118832
Intermediate Similarity	0.8201	NPC329708
Intermediate Similarity	0.8201	NPC264166
Intermediate Similarity	0.8201	NPC47059
Intermediate Similarity	0.8081	NPC177404
Intermediate Similarity	0.8063	NPC476106
Intermediate Similarity	0.8011	NPC62069
Intermediate Similarity	0.8011	NPC320394
Intermediate Similarity	0.8	NPC203168
Intermediate Similarity	0.7969	NPC472111
Intermediate Similarity	0.7958	NPC475774
Intermediate Similarity	0.7958	NPC223427
Intermediate Similarity	0.7946	NPC469390
Intermediate Similarity	0.7935	NPC110741
Intermediate Similarity	0.7935	NPC242928
Intermediate Similarity	0.7917	NPC137929
Intermediate Similarity	0.7917	NPC164374
Intermediate Similarity	0.7906	NPC66815
Intermediate Similarity	0.7903	NPC114335
Intermediate Similarity	0.7903	NPC280964
Intermediate Similarity	0.7903	NPC141915
Intermediate Similarity	0.7901	NPC474798
Intermediate Similarity	0.7898	NPC44161
Intermediate Similarity	0.7897	NPC219664
Intermediate Similarity	0.7887	NPC470931
Intermediate Similarity	0.7876	NPC304183
Intermediate Similarity	0.7861	NPC475190
Intermediate Similarity	0.7846	NPC469589
Intermediate Similarity	0.7812	NPC291535
Intermediate Similarity	0.7812	NPC475085
Intermediate Similarity	0.7812	NPC475112
Intermediate Similarity	0.7811	NPC132642
Intermediate Similarity	0.7802	NPC118776
Intermediate Similarity	0.7778	NPC153769
Intermediate Similarity	0.7766	NPC230403
Intermediate Similarity	0.7755	NPC209769
Intermediate Similarity	0.7737	NPC70956
Intermediate Similarity	0.7737	NPC243834
Intermediate Similarity	0.7732	NPC470930
Intermediate Similarity	0.773	NPC61350
Intermediate Similarity	0.7725	NPC60553
Intermediate Similarity	0.7696	NPC72211
Intermediate Similarity	0.7692	NPC472168
Intermediate Similarity	0.7688	NPC469592
Intermediate Similarity	0.7688	NPC471080
Intermediate Similarity	0.768	NPC162484
Intermediate Similarity	0.7679	NPC470404
Intermediate Similarity	0.7679	NPC470403
Intermediate Similarity	0.7679	NPC470394
Intermediate Similarity	0.7668	NPC470586
Intermediate Similarity	0.7654	NPC477888
Intermediate Similarity	0.7654	NPC473764
Intermediate Similarity	0.7654	NPC314940
Intermediate Similarity	0.7638	NPC48353
Intermediate Similarity	0.7637	NPC211997
Intermediate Similarity	0.7619	NPC133140
Intermediate Similarity	0.7619	NPC195268
Intermediate Similarity	0.7617	NPC11017
Intermediate Similarity	0.7592	NPC70259
Intermediate Similarity	0.7592	NPC251090
Intermediate Similarity	0.759	NPC469440
Intermediate Similarity	0.7588	NPC470395
Intermediate Similarity	0.7586	NPC473179
Intermediate Similarity	0.7582	NPC134586
Intermediate Similarity	0.7568	NPC176127
Intermediate Similarity	0.7563	NPC193777
Intermediate Similarity	0.7554	NPC168486
Intermediate Similarity	0.7554	NPC222592
Intermediate Similarity	0.7552	NPC267928
Intermediate Similarity	0.7548	NPC476997
Intermediate Similarity	0.7544	NPC161292
Intermediate Similarity	0.754	NPC194040
Intermediate Similarity	0.7539	NPC205934
Intermediate Similarity	0.7539	NPC43787
Intermediate Similarity	0.7538	NPC135887
Intermediate Similarity	0.7538	NPC199277
Intermediate Similarity	0.7538	NPC199667
Intermediate Similarity	0.7537	NPC469594
Intermediate Similarity	0.7536	NPC200888
Intermediate Similarity	0.7525	NPC475910
Intermediate Similarity	0.7525	NPC288349
Intermediate Similarity	0.7514	NPC219963
Intermediate Similarity	0.7512	NPC476996
Intermediate Similarity	0.7512	NPC476998
Intermediate Similarity	0.75	NPC245816
Intermediate Similarity	0.75	NPC476138
Intermediate Similarity	0.7487	NPC307963
Intermediate Similarity	0.7487	NPC267423
Intermediate Similarity	0.7487	NPC473181
Intermediate Similarity	0.7486	NPC194724
Intermediate Similarity	0.7475	NPC474595
Intermediate Similarity	0.7474	NPC4071
Intermediate Similarity	0.7474	NPC476582
Intermediate Similarity	0.7474	NPC18487
Intermediate Similarity	0.7474	NPC476578
Intermediate Similarity	0.7464	NPC476994
Intermediate Similarity	0.7463	NPC473180
Intermediate Similarity	0.7463	NPC112206
Intermediate Similarity	0.7463	NPC202605
Intermediate Similarity	0.7463	NPC94157
Intermediate Similarity	0.7451	NPC184408
Intermediate Similarity	0.745	NPC5145
Intermediate Similarity	0.7448	NPC131017
Intermediate Similarity	0.7447	NPC314573
Intermediate Similarity	0.7436	NPC234197
Intermediate Similarity	0.7436	NPC329793
Intermediate Similarity	0.7426	NPC476287
Intermediate Similarity	0.7424	NPC475841
Intermediate Similarity	0.7424	NPC474145
Intermediate Similarity	0.7418	NPC158129
Intermediate Similarity	0.7418	NPC252590
Intermediate Similarity	0.7405	NPC88363
Intermediate Similarity	0.74	NPC201697
Intermediate Similarity	0.7398	NPC476044
Intermediate Similarity	0.7391	NPC203754
Intermediate Similarity	0.7391	NPC150048
Intermediate Similarity	0.7387	NPC193238
Intermediate Similarity	0.7385	NPC280714
Intermediate Similarity	0.7376	NPC26679
Intermediate Similarity	0.7374	NPC36229
Intermediate Similarity	0.7374	NPC16452
Intermediate Similarity	0.7374	NPC476581
Intermediate Similarity	0.7374	NPC470500
Intermediate Similarity	0.7356	NPC205372
Intermediate Similarity	0.7353	NPC470799
Intermediate Similarity	0.7353	NPC8022
Intermediate Similarity	0.7347	NPC19872
Intermediate Similarity	0.7347	NPC249040
Intermediate Similarity	0.7347	NPC329747
Intermediate Similarity	0.7343	NPC477532
Intermediate Similarity	0.734	NPC84478
Intermediate Similarity	0.734	NPC266931
Intermediate Similarity	0.734	NPC478074
Intermediate Similarity	0.7337	NPC471736
Intermediate Similarity	0.7333	NPC473185
Intermediate Similarity	0.733	NPC76748
Intermediate Similarity	0.7327	NPC187501
Intermediate Similarity	0.7326	NPC266551
Intermediate Similarity	0.7326	NPC161887
Intermediate Similarity	0.7326	NPC471598
Intermediate Similarity	0.7323	NPC317572
Intermediate Similarity	0.732	NPC473053
Intermediate Similarity	0.7317	NPC314552
Intermediate Similarity	0.7311	NPC474688
Intermediate Similarity	0.7308	NPC1527
Intermediate Similarity	0.7308	NPC280272
Intermediate Similarity	0.7306	NPC289786
Intermediate Similarity	0.7304	NPC16066
Intermediate Similarity	0.73	NPC321428
Intermediate Similarity	0.7299	NPC252251
Intermediate Similarity	0.7292	NPC92111
Intermediate Similarity	0.7291	NPC472098
Intermediate Similarity	0.7286	NPC285558
Intermediate Similarity	0.7282	NPC174576
Intermediate Similarity	0.7282	NPC473822
Intermediate Similarity	0.7282	NPC131885
Intermediate Similarity	0.7281	NPC475844
Intermediate Similarity	0.7277	NPC269367
Intermediate Similarity	0.7277	NPC128751
Intermediate Similarity	0.7277	NPC290689
Intermediate Similarity	0.7277	NPC246700
Intermediate Similarity	0.7277	NPC296527
Intermediate Similarity	0.7277	NPC471304
Intermediate Similarity	0.7273	NPC284348
Intermediate Similarity	0.7268	NPC126481
Intermediate Similarity	0.7268	NPC477110
Intermediate Similarity	0.7264	NPC287208
Intermediate Similarity	0.7264	NPC308392
Intermediate Similarity	0.7264	NPC477111
Intermediate Similarity	0.7259	NPC176538
Intermediate Similarity	0.7259	NPC477019
Intermediate Similarity	0.7255	NPC39500
Intermediate Similarity	0.7246	NPC148409
Intermediate Similarity	0.7241	NPC208284
Intermediate Similarity	0.724	NPC469497
Intermediate Similarity	0.724	NPC106833
Intermediate Similarity	0.724	NPC144381
Intermediate Similarity	0.7238	NPC159319
Intermediate Similarity	0.7238	NPC473449
Intermediate Similarity	0.7234	NPC314394
Intermediate Similarity	0.723	NPC477531
Intermediate Similarity	0.7228	NPC185782
Intermediate Similarity	0.7222	NPC476995
Intermediate Similarity	0.7222	NPC31930

Drug Structure

NPD5083 OpenBabel08211706322D 26 28 0 0 1 0 0 0 0 0999 V2000 -8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -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 -1.0000 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 1.7321 2.0000 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 2.5981 0.5000 0.0000 C 0 0 0 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 -2.5981 -2.5000 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 -6.0622 -1.5000 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 0.8660 -1.5000 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 -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 -4.3301 -1.5000 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 -2.5981 -1.5000 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 -5.1962 -1.0000 0.0000 C 0 0 3 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 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 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 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 1 0 0 0 0 4 12 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 11 1 0 0 0 0 7 9 2 0 0 0 0 7 10 1 0 0 0 0 8 17 2 0 0 0 0 9 18 1 0 0 0 0 10 20 2 0 0 0 0 11 21 2 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 16 25 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 2 0 0 0 0 20 25 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011978
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5059
ChEBI
CAS Number

Drug Properties

Molecular Weight	335.19
ALogP	-1.7539
MLogP	3.55
XLogP	6.749
HDA	2
HBD	1
Rotatable Bonds	10
TPSA	42.35
RO5 Violation	1