NPASS drugs

Drug Information

Drug ID:	NPD1768
Drug Name:
Molecular Formula:	C15H22N2O2
Canonical SMILES:	OC(COc1cccc2c1cc([nH]2)C)CNC(C)C
Standard InCHI:	InChI=1S/C15H22N2O2/c1-10(2)16-8-12(18)9-19-15-6-4-5-14-13(15)7-11(3)17-14/h4-7,10,12,16-18H,8-9H2,1-3H3
Standard InCHIKey:	NXWGWUVGUSFQJC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1768

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	280
0.1-0.2	2516
0.2-0.3	9866
0.3-0.4	4049
0.4-0.5	10089
0.5-0.6	2597
0.6-0.7	1126
0.7-0.8	334
0.8-0.85	31
0.85-0.9	2
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	0.8622	NPC469592
High Similarity	0.8622	NPC471080
Intermediate Similarity	0.8466	NPC13880
Intermediate Similarity	0.845	NPC469594
Intermediate Similarity	0.8424	NPC84478
Intermediate Similarity	0.8359	NPC476106
Intermediate Similarity	0.829	NPC121772
Intermediate Similarity	0.8281	NPC72211
Intermediate Similarity	0.8274	NPC475910
Intermediate Similarity	0.8272	NPC251090
Intermediate Similarity	0.8263	NPC307963
Intermediate Similarity	0.8229	NPC70956
Intermediate Similarity	0.8229	NPC243834
Intermediate Similarity	0.8205	NPC475112
Intermediate Similarity	0.8205	NPC475085
Intermediate Similarity	0.8205	NPC291535
Intermediate Similarity	0.82	NPC316981
Intermediate Similarity	0.8177	NPC70259
Intermediate Similarity	0.8172	NPC176127
Intermediate Similarity	0.8168	NPC288349
Intermediate Similarity	0.8163	NPC162484
Intermediate Similarity	0.8141	NPC469589
Intermediate Similarity	0.8125	NPC131017
Intermediate Similarity	0.8125	NPC43787
Intermediate Similarity	0.8125	NPC205934
Intermediate Similarity	0.8112	NPC135887
Intermediate Similarity	0.8112	NPC199277
Intermediate Similarity	0.8105	NPC76748
Intermediate Similarity	0.8103	NPC329747
Intermediate Similarity	0.8073	NPC79293
Intermediate Similarity	0.8073	NPC279401
Intermediate Similarity	0.8063	NPC92111
Intermediate Similarity	0.8053	NPC296527
Intermediate Similarity	0.799	NPC148183
Intermediate Similarity	0.799	NPC152768
Intermediate Similarity	0.7989	NPC474409
Intermediate Similarity	0.7979	NPC106937
Intermediate Similarity	0.7952	NPC110151
Intermediate Similarity	0.795	NPC193777
Intermediate Similarity	0.7931	NPC48353
Intermediate Similarity	0.7921	NPC11464
Intermediate Similarity	0.7914	NPC72980
Intermediate Similarity	0.7913	NPC303658
Intermediate Similarity	0.7906	NPC46580
Intermediate Similarity	0.7902	NPC170114
Intermediate Similarity	0.7879	NPC232727
Intermediate Similarity	0.7879	NPC476044
Intermediate Similarity	0.7879	NPC267423
Intermediate Similarity	0.7871	NPC201697
Intermediate Similarity	0.7868	NPC128823
Intermediate Similarity	0.7854	NPC470549
Intermediate Similarity	0.785	NPC285558
Intermediate Similarity	0.785	NPC470930
Intermediate Similarity	0.7828	NPC329793
Intermediate Similarity	0.7824	NPC184680
Intermediate Similarity	0.7805	NPC266931
Intermediate Similarity	0.7805	NPC478074
Intermediate Similarity	0.7799	NPC310118
Intermediate Similarity	0.7799	NPC477532
Intermediate Similarity	0.7788	NPC470785
Intermediate Similarity	0.7788	NPC470784
Intermediate Similarity	0.7783	NPC209769
Intermediate Similarity	0.7783	NPC473185
Intermediate Similarity	0.7766	NPC96890
Intermediate Similarity	0.7766	NPC283152
Intermediate Similarity	0.7757	NPC475253
Intermediate Similarity	0.7751	NPC477533
Intermediate Similarity	0.7742	NPC473183
Intermediate Similarity	0.7739	NPC19872
Intermediate Similarity	0.7739	NPC315957
Intermediate Similarity	0.7723	NPC472111
Intermediate Similarity	0.7716	NPC242209
Intermediate Similarity	0.7708	NPC94943
Intermediate Similarity	0.7703	NPC473179
Intermediate Similarity	0.7696	NPC212535
Intermediate Similarity	0.768	NPC242928
Intermediate Similarity	0.7667	NPC132642
Intermediate Similarity	0.7667	NPC26872
Intermediate Similarity	0.7665	NPC326634
Intermediate Similarity	0.7656	NPC190007
Intermediate Similarity	0.765	NPC176538
Intermediate Similarity	0.765	NPC249040
Intermediate Similarity	0.765	NPC473184
Intermediate Similarity	0.7624	NPC223427
Intermediate Similarity	0.7619	NPC193267
Intermediate Similarity	0.7619	NPC213530
Intermediate Similarity	0.7617	NPC314002
Intermediate Similarity	0.7609	NPC177404
Intermediate Similarity	0.7608	NPC305984
Intermediate Similarity	0.7604	NPC472444
Intermediate Similarity	0.76	NPC18487
Intermediate Similarity	0.7594	NPC280272
Intermediate Similarity	0.7585	NPC94157
Intermediate Similarity	0.7583	NPC128115
Intermediate Similarity	0.7581	NPC194740
Intermediate Similarity	0.7581	NPC252251
Intermediate Similarity	0.7577	NPC171171
Intermediate Similarity	0.7573	NPC471304
Intermediate Similarity	0.7573	NPC167860
Intermediate Similarity	0.7573	NPC123976
Intermediate Similarity	0.7571	NPC473041
Intermediate Similarity	0.7565	NPC62069
Intermediate Similarity	0.7565	NPC204717
Intermediate Similarity	0.7552	NPC474798
Intermediate Similarity	0.7552	NPC314394
Intermediate Similarity	0.755	NPC306376
Intermediate Similarity	0.7547	NPC198503
Intermediate Similarity	0.7547	NPC60621
Intermediate Similarity	0.7539	NPC472443
Intermediate Similarity	0.7539	NPC42979
Intermediate Similarity	0.7526	NPC288943
Intermediate Similarity	0.7526	NPC224764
Intermediate Similarity	0.7523	NPC473105
Intermediate Similarity	0.7523	NPC21638
Intermediate Similarity	0.7523	NPC473182
Intermediate Similarity	0.7513	NPC469358
Intermediate Similarity	0.7513	NPC220765
Intermediate Similarity	0.7512	NPC477531
Intermediate Similarity	0.7512	NPC249583
Intermediate Similarity	0.7512	NPC321428
Intermediate Similarity	0.75	NPC153042
Intermediate Similarity	0.75	NPC150239
Intermediate Similarity	0.75	NPC308137
Intermediate Similarity	0.75	NPC26679
Intermediate Similarity	0.75	NPC310211
Intermediate Similarity	0.75	NPC203168
Intermediate Similarity	0.7488	NPC219664
Intermediate Similarity	0.7488	NPC247803
Intermediate Similarity	0.7487	NPC184964
Intermediate Similarity	0.7476	NPC476465
Intermediate Similarity	0.7465	NPC209174
Intermediate Similarity	0.7452	NPC87413
Intermediate Similarity	0.7451	NPC476138
Intermediate Similarity	0.7451	NPC245816
Intermediate Similarity	0.7449	NPC66083
Intermediate Similarity	0.7446	NPC26850
Intermediate Similarity	0.744	NPC185782
Intermediate Similarity	0.7437	NPC475190
Intermediate Similarity	0.7427	NPC4687
Intermediate Similarity	0.7426	NPC32200
Intermediate Similarity	0.7406	NPC46561
Intermediate Similarity	0.7406	NPC96321
Intermediate Similarity	0.7404	NPC5145
Intermediate Similarity	0.7397	NPC474192
Intermediate Similarity	0.7397	NPC475720
Intermediate Similarity	0.7393	NPC470799
Intermediate Similarity	0.7393	NPC8022
Intermediate Similarity	0.7391	NPC470931
Intermediate Similarity	0.7391	NPC141353
Intermediate Similarity	0.7387	NPC99666
Intermediate Similarity	0.7382	NPC472586
Intermediate Similarity	0.7381	NPC476287
Intermediate Similarity	0.7381	NPC162530
Intermediate Similarity	0.738	NPC102423
Intermediate Similarity	0.7368	NPC208284
Intermediate Similarity	0.7366	NPC476098
Intermediate Similarity	0.7358	NPC88363
Intermediate Similarity	0.7358	NPC270009
Intermediate Similarity	0.7356	NPC174672
Intermediate Similarity	0.735	NPC84853
Intermediate Similarity	0.7347	NPC163421
Intermediate Similarity	0.7347	NPC188387
Intermediate Similarity	0.7347	NPC42591
Intermediate Similarity	0.7346	NPC116238
Intermediate Similarity	0.7343	NPC88008
Intermediate Similarity	0.7339	NPC314954
Intermediate Similarity	0.7336	NPC472099
Intermediate Similarity	0.7336	NPC174760
Intermediate Similarity	0.7333	NPC473180
Intermediate Similarity	0.7333	NPC264176
Intermediate Similarity	0.733	NPC34508
Intermediate Similarity	0.733	NPC313791
Intermediate Similarity	0.733	NPC277351
Intermediate Similarity	0.7327	NPC267928
Intermediate Similarity	0.7323	NPC246700
Intermediate Similarity	0.7323	NPC128751
Intermediate Similarity	0.7318	NPC469554
Intermediate Similarity	0.7317	NPC295898
Intermediate Similarity	0.7312	NPC230869
Intermediate Similarity	0.7304	NPC11017
Intermediate Similarity	0.7295	NPC45190
Intermediate Similarity	0.729	NPC208084
Intermediate Similarity	0.7287	NPC311276
Intermediate Similarity	0.7287	NPC118511
Intermediate Similarity	0.7286	NPC469497
Intermediate Similarity	0.7286	NPC106833
Intermediate Similarity	0.7285	NPC180504
Intermediate Similarity	0.7282	NPC475774
Intermediate Similarity	0.7281	NPC179287
Intermediate Similarity	0.7277	NPC169402
Intermediate Similarity	0.7273	NPC131718
Intermediate Similarity	0.7265	NPC6786
Intermediate Similarity	0.7263	NPC317430
Intermediate Similarity	0.7246	NPC47059
Intermediate Similarity	0.7246	NPC274291
Intermediate Similarity	0.7246	NPC264166
Intermediate Similarity	0.7246	NPC329708
Intermediate Similarity	0.7246	NPC118832
Intermediate Similarity	0.7246	NPC165349
Intermediate Similarity	0.7245	NPC139291

Drug Structure

NPD1768 OpenBabel08211701082D 22 23 0 0 1 0 0 0 0 0999 V2000 0.0850 -5.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -7.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -4.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -6.3090 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 2.6831 -4.3090 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -5.8090 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 3.5491 -4.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -6.3090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -5.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 11 2 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 12 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 17 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013577
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	262.17
ALogP	-0.9907
MLogP	2.67
XLogP	2.117
HDA	3
HBD	3
Rotatable Bonds	10
TPSA	57.28
RO5 Violation	0