NPASS drugs

Drug Information

Drug ID:	NPD2174
Drug Name:
Molecular Formula:	C16H22N2O2
Canonical SMILES:	CCCN1CCO[C@H]2[C@H]1CCc1c2cc(cc1)C(=N)O
Standard InCHI:	InChI=1S/C16H22N2O2/c1-2-7-18-8-9-20-15-13-10-12(16(17)19)4-3-11(13)5-6-14(15)18/h3-4,10,14-15H,2,5-9H2,1H3,(H2,17,19)/t14-,15-/m1/s1
Standard InCHIKey:	XKTRZPQOQOCNJU-HUUCEWRRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2174

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	122
0.1-0.2	832
0.2-0.3	1949
0.3-0.4	7969
0.4-0.5	9580
0.5-0.6	9365
0.6-0.7	1056
0.7-0.8	17
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	0.7662	NPC275839
Intermediate Similarity	0.7655	NPC132847
Intermediate Similarity	0.7421	NPC235460
Intermediate Similarity	0.7368	NPC473922
Intermediate Similarity	0.7313	NPC292758
Intermediate Similarity	0.7313	NPC65855
Intermediate Similarity	0.7313	NPC24777
Intermediate Similarity	0.723	NPC3202
Intermediate Similarity	0.7188	NPC217801
Intermediate Similarity	0.7153	NPC307020
Intermediate Similarity	0.7133	NPC109151
Intermediate Similarity	0.7075	NPC66177
Intermediate Similarity	0.7075	NPC40488
Intermediate Similarity	0.7075	NPC268763
Intermediate Similarity	0.7075	NPC8305
Intermediate Similarity	0.7048	NPC169743
Intermediate Similarity	0.7015	NPC211551
Remote Similarity	0.698	NPC89769
Remote Similarity	0.698	NPC259665
Remote Similarity	0.698	NPC126859
Remote Similarity	0.6974	NPC478140
Remote Similarity	0.697	NPC316797
Remote Similarity	0.697	NPC214200
Remote Similarity	0.697	NPC228400
Remote Similarity	0.6964	NPC150879
Remote Similarity	0.6954	NPC325568
Remote Similarity	0.6944	NPC316896
Remote Similarity	0.6943	NPC475578
Remote Similarity	0.6943	NPC44649
Remote Similarity	0.6939	NPC29477
Remote Similarity	0.6936	NPC126284
Remote Similarity	0.6928	NPC77992
Remote Similarity	0.6914	NPC156576
Remote Similarity	0.6913	NPC124802
Remote Similarity	0.6905	NPC124657
Remote Similarity	0.6887	NPC149379
Remote Similarity	0.6886	NPC1229
Remote Similarity	0.6875	NPC326232
Remote Similarity	0.6867	NPC271388
Remote Similarity	0.6867	NPC119649
Remote Similarity	0.6867	NPC205255
Remote Similarity	0.6867	NPC235143
Remote Similarity	0.6867	NPC230956
Remote Similarity	0.6861	NPC64642
Remote Similarity	0.6861	NPC472982
Remote Similarity	0.6861	NPC149455
Remote Similarity	0.686	NPC203005
Remote Similarity	0.6857	NPC248642
Remote Similarity	0.6826	NPC80759
Remote Similarity	0.6826	NPC79402
Remote Similarity	0.6821	NPC246079
Remote Similarity	0.6821	NPC283999
Remote Similarity	0.6815	NPC150254
Remote Similarity	0.6815	NPC147000
Remote Similarity	0.6815	NPC226778
Remote Similarity	0.6815	NPC304761
Remote Similarity	0.6807	NPC221864
Remote Similarity	0.6805	NPC193853
Remote Similarity	0.6805	NPC195392
Remote Similarity	0.6805	NPC223077
Remote Similarity	0.6805	NPC56887
Remote Similarity	0.6803	NPC211218
Remote Similarity	0.6788	NPC29647
Remote Similarity	0.6788	NPC180756
Remote Similarity	0.6788	NPC323443
Remote Similarity	0.6786	NPC233650
Remote Similarity	0.6765	NPC117188
Remote Similarity	0.6765	NPC158376
Remote Similarity	0.6765	NPC205421
Remote Similarity	0.6765	NPC474931
Remote Similarity	0.6765	NPC12053
Remote Similarity	0.6765	NPC306555
Remote Similarity	0.6765	NPC81218
Remote Similarity	0.6765	NPC145832
Remote Similarity	0.6763	NPC329969
Remote Similarity	0.6761	NPC476575
Remote Similarity	0.6757	NPC4974
Remote Similarity	0.6757	NPC62101
Remote Similarity	0.6757	NPC95733
Remote Similarity	0.6752	NPC470925
Remote Similarity	0.6747	NPC79328
Remote Similarity	0.6747	NPC195766
Remote Similarity	0.6747	NPC206736
Remote Similarity	0.6746	NPC477563
Remote Similarity	0.6746	NPC196447
Remote Similarity	0.6746	NPC253043
Remote Similarity	0.6746	NPC212794
Remote Similarity	0.6746	NPC306843
Remote Similarity	0.6746	NPC96603
Remote Similarity	0.6746	NPC134858
Remote Similarity	0.6746	NPC136508
Remote Similarity	0.6746	NPC78222
Remote Similarity	0.6746	NPC209377
Remote Similarity	0.6746	NPC13504
Remote Similarity	0.6743	NPC267408
Remote Similarity	0.6743	NPC220961
Remote Similarity	0.6742	NPC214116
Remote Similarity	0.6738	NPC169616
Remote Similarity	0.6732	NPC64897
Remote Similarity	0.6732	NPC90693
Remote Similarity	0.673	NPC328824
Remote Similarity	0.6712	NPC273830
Remote Similarity	0.6711	NPC124030
Remote Similarity	0.6707	NPC26601
Remote Similarity	0.6705	NPC192135
Remote Similarity	0.6705	NPC477020
Remote Similarity	0.6705	NPC66341
Remote Similarity	0.6689	NPC307139
Remote Similarity	0.6688	NPC212850
Remote Similarity	0.6688	NPC83289
Remote Similarity	0.6688	NPC189724
Remote Similarity	0.6686	NPC324144
Remote Similarity	0.6686	NPC26240
Remote Similarity	0.6686	NPC118274
Remote Similarity	0.6686	NPC69712
Remote Similarity	0.6686	NPC168753
Remote Similarity	0.6686	NPC477562
Remote Similarity	0.6685	NPC117717
Remote Similarity	0.6667	NPC477157
Remote Similarity	0.6667	NPC262216
Remote Similarity	0.6667	NPC27410
Remote Similarity	0.6667	NPC210140
Remote Similarity	0.6667	NPC327226
Remote Similarity	0.6667	NPC477156
Remote Similarity	0.6667	NPC472979
Remote Similarity	0.6667	NPC93343
Remote Similarity	0.6667	NPC472980
Remote Similarity	0.6667	NPC27252
Remote Similarity	0.6667	NPC166014
Remote Similarity	0.6667	NPC231163
Remote Similarity	0.6667	NPC318591
Remote Similarity	0.6667	NPC5486
Remote Similarity	0.6648	NPC99179
Remote Similarity	0.6647	NPC476572
Remote Similarity	0.6646	NPC476757
Remote Similarity	0.6646	NPC245974
Remote Similarity	0.6642	NPC243601
Remote Similarity	0.6629	NPC173416
Remote Similarity	0.6629	NPC148709
Remote Similarity	0.6629	NPC476577
Remote Similarity	0.6627	NPC123323
Remote Similarity	0.6627	NPC99659
Remote Similarity	0.6627	NPC60186
Remote Similarity	0.6627	NPC325871
Remote Similarity	0.6625	NPC247298
Remote Similarity	0.6625	NPC237240
Remote Similarity	0.6625	NPC31171
Remote Similarity	0.6623	NPC469666
Remote Similarity	0.6623	NPC295478
Remote Similarity	0.662	NPC474544
Remote Similarity	0.662	NPC1986
Remote Similarity	0.6608	NPC476749
Remote Similarity	0.6608	NPC35627
Remote Similarity	0.6608	NPC476573
Remote Similarity	0.6608	NPC81247
Remote Similarity	0.6607	NPC92191
Remote Similarity	0.6607	NPC7393
Remote Similarity	0.6607	NPC59028
Remote Similarity	0.6605	NPC476151
Remote Similarity	0.6596	NPC269340
Remote Similarity	0.6593	NPC476565
Remote Similarity	0.6588	NPC218614
Remote Similarity	0.6585	NPC276665
Remote Similarity	0.6585	NPC265473
Remote Similarity	0.6584	NPC185838
Remote Similarity	0.6577	NPC285394
Remote Similarity	0.6575	NPC43275
Remote Similarity	0.6575	NPC238582
Remote Similarity	0.6573	NPC233718
Remote Similarity	0.657	NPC252960
Remote Similarity	0.6567	NPC303611
Remote Similarity	0.6567	NPC164514
Remote Similarity	0.6567	NPC290515
Remote Similarity	0.6567	NPC226096
Remote Similarity	0.6567	NPC108606
Remote Similarity	0.6556	NPC210950
Remote Similarity	0.6556	NPC199738
Remote Similarity	0.6556	NPC253681
Remote Similarity	0.6554	NPC160493
Remote Similarity	0.6554	NPC474507
Remote Similarity	0.6552	NPC239775
Remote Similarity	0.6545	NPC326316
Remote Similarity	0.6545	NPC81733
Remote Similarity	0.6543	NPC94602
Remote Similarity	0.6538	NPC223236
Remote Similarity	0.6538	NPC259350
Remote Similarity	0.6534	NPC241704
Remote Similarity	0.6531	NPC146673
Remote Similarity	0.6531	NPC233923
Remote Similarity	0.6531	NPC321133
Remote Similarity	0.6527	NPC244112
Remote Similarity	0.6524	NPC207824
Remote Similarity	0.6524	NPC103379
Remote Similarity	0.6524	NPC477565
Remote Similarity	0.6524	NPC60538
Remote Similarity	0.6519	NPC237579
Remote Similarity	0.6519	NPC299583
Remote Similarity	0.6519	NPC239770
Remote Similarity	0.6517	NPC305847
Remote Similarity	0.6514	NPC2314

Drug Structure

NPD2174 OpenBabel08211701392D 22 24 0 0 1 0 0 0 0 0999 V2000 -3.4641 0.0000 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 -3.0000 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 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 0.0000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 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 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 H 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 7 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 11 1 0 0 0 0 7 18 1 0 0 0 0 8 9 1 0 0 0 0 8 18 1 0 0 0 0 9 20 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 13 2 0 0 0 0 12 16 1 0 0 0 0 14 6 1 1 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 13 1 6 0 0 0 15 20 1 0 0 0 0 16 17 2 0 0 0 0 16 19 1 0 0 0 0 17 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000103
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	15389743
ChEBI
CAS Number

Drug Properties

Molecular Weight	274.17
ALogP	-0.7508
MLogP	2.78
XLogP	2.842
HDA	4
HBD	2
Rotatable Bonds	5
TPSA	56.55
RO5 Violation	0