NPASS drugs

Drug Information

Drug ID:	NPD4985
Drug Name:
Molecular Formula:	C22H23N3
Canonical SMILES:	C1CCN(CC1)c1ccc(cc1)c1cc2ccccc2c2=NCCn12
Standard InCHI:	InChI=1S/C22H23N3/c1-4-13-24(14-5-1)19-10-8-17(9-11-19)21-16-18-6-2-3-7-20(18)22-23-12-15-25(21)22/h2-3,6-11,16H,1,4-5,12-15H2
Standard InCHIKey:	JWLMZPFWIGTJPP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4985

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	590
0.1-0.2	4587
0.2-0.3	12461
0.3-0.4	8610
0.4-0.5	3232
0.5-0.6	1159
0.6-0.7	233
0.7-0.8	14
0.8-0.85	3
0.85-0.9	1
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	0.8667	NPC288232
Intermediate Similarity	0.8226	NPC192209
Intermediate Similarity	0.8197	NPC296163
Intermediate Similarity	0.8049	NPC187036
Intermediate Similarity	0.7656	NPC313449
Intermediate Similarity	0.7642	NPC164802
Intermediate Similarity	0.763	NPC9856
Intermediate Similarity	0.7583	NPC291610
Intermediate Similarity	0.7557	NPC475915
Intermediate Similarity	0.7328	NPC264580
Intermediate Similarity	0.7222	NPC302790
Intermediate Similarity	0.7143	NPC53044
Intermediate Similarity	0.7095	NPC469735
Intermediate Similarity	0.7077	NPC314141
Intermediate Similarity	0.7075	NPC20144
Intermediate Similarity	0.7047	NPC469740
Intermediate Similarity	0.7042	NPC184437
Intermediate Similarity	0.7008	NPC434
Remote Similarity	0.6993	NPC300299
Remote Similarity	0.6978	NPC476950
Remote Similarity	0.6966	NPC251722
Remote Similarity	0.6966	NPC314102
Remote Similarity	0.6901	NPC282398
Remote Similarity	0.6871	NPC2823
Remote Similarity	0.6867	NPC469525
Remote Similarity	0.6857	NPC478079
Remote Similarity	0.6853	NPC101165
Remote Similarity	0.6839	NPC94167
Remote Similarity	0.6839	NPC172937
Remote Similarity	0.6833	NPC470926
Remote Similarity	0.6812	NPC283130
Remote Similarity	0.6812	NPC328683
Remote Similarity	0.6786	NPC252794
Remote Similarity	0.6757	NPC471574
Remote Similarity	0.6757	NPC88097
Remote Similarity	0.6755	NPC204141
Remote Similarity	0.6753	NPC117032
Remote Similarity	0.6744	NPC79618
Remote Similarity	0.6735	NPC83214
Remote Similarity	0.6721	NPC322040
Remote Similarity	0.6714	NPC122718
Remote Similarity	0.6712	NPC198988
Remote Similarity	0.6689	NPC169433
Remote Similarity	0.6688	NPC33421
Remote Similarity	0.6688	NPC206592
Remote Similarity	0.6667	NPC321617
Remote Similarity	0.6646	NPC475990
Remote Similarity	0.6642	NPC54102
Remote Similarity	0.6642	NPC143603
Remote Similarity	0.6642	NPC162689
Remote Similarity	0.6623	NPC136002
Remote Similarity	0.6614	NPC239854
Remote Similarity	0.6585	NPC7067
Remote Similarity	0.6577	NPC207554
Remote Similarity	0.6569	NPC81561
Remote Similarity	0.6562	NPC474430
Remote Similarity	0.6554	NPC325252
Remote Similarity	0.6547	NPC215519
Remote Similarity	0.6543	NPC300631
Remote Similarity	0.6533	NPC104483
Remote Similarity	0.6532	NPC329430
Remote Similarity	0.6528	NPC473417
Remote Similarity	0.6528	NPC226662
Remote Similarity	0.6522	NPC91958
Remote Similarity	0.6519	NPC51054
Remote Similarity	0.651	NPC125746
Remote Similarity	0.6496	NPC148140
Remote Similarity	0.649	NPC59084
Remote Similarity	0.649	NPC2949
Remote Similarity	0.6486	NPC325599
Remote Similarity	0.6479	NPC476322
Remote Similarity	0.6475	NPC191444
Remote Similarity	0.6474	NPC40070
Remote Similarity	0.6471	NPC21429
Remote Similarity	0.6467	NPC243162
Remote Similarity	0.6467	NPC130251
Remote Similarity	0.6456	NPC476219
Remote Similarity	0.6452	NPC21605
Remote Similarity	0.6449	NPC240136
Remote Similarity	0.6449	NPC471402
Remote Similarity	0.6449	NPC297486
Remote Similarity	0.6447	NPC63157
Remote Similarity	0.6447	NPC473868
Remote Similarity	0.6441	NPC104070
Remote Similarity	0.6438	NPC206819
Remote Similarity	0.6438	NPC22079
Remote Similarity	0.6438	NPC56765
Remote Similarity	0.6438	NPC6436
Remote Similarity	0.6438	NPC207428
Remote Similarity	0.6438	NPC318065
Remote Similarity	0.6438	NPC221786
Remote Similarity	0.6438	NPC474880
Remote Similarity	0.6408	NPC46358
Remote Similarity	0.6403	NPC226143
Remote Similarity	0.6398	NPC122141
Remote Similarity	0.6398	NPC229173
Remote Similarity	0.6393	NPC176858
Remote Similarity	0.6392	NPC295021
Remote Similarity	0.6389	NPC145754
Remote Similarity	0.6385	NPC469974
Remote Similarity	0.6383	NPC48564
Remote Similarity	0.6383	NPC265605
Remote Similarity	0.6383	NPC182570
Remote Similarity	0.638	NPC2165
Remote Similarity	0.638	NPC195507
Remote Similarity	0.6377	NPC476566
Remote Similarity	0.637	NPC476131
Remote Similarity	0.6364	NPC116519
Remote Similarity	0.6358	NPC88970
Remote Similarity	0.6358	NPC470203
Remote Similarity	0.6358	NPC225018
Remote Similarity	0.6352	NPC476297
Remote Similarity	0.6351	NPC313352
Remote Similarity	0.6341	NPC476160
Remote Similarity	0.6338	NPC329825
Remote Similarity	0.6333	NPC218268
Remote Similarity	0.6327	NPC476685
Remote Similarity	0.6327	NPC69914
Remote Similarity	0.6327	NPC476689
Remote Similarity	0.6327	NPC476687
Remote Similarity	0.6323	NPC86288
Remote Similarity	0.6323	NPC470440
Remote Similarity	0.6319	NPC478182
Remote Similarity	0.6319	NPC469541
Remote Similarity	0.6316	NPC186284
Remote Similarity	0.6316	NPC316811
Remote Similarity	0.6316	NPC32002
Remote Similarity	0.6316	NPC22082
Remote Similarity	0.6316	NPC315348
Remote Similarity	0.6312	NPC257490
Remote Similarity	0.6304	NPC313673
Remote Similarity	0.6296	NPC470204
Remote Similarity	0.6296	NPC215584
Remote Similarity	0.6296	NPC81229
Remote Similarity	0.6296	NPC44773
Remote Similarity	0.6296	NPC255229
Remote Similarity	0.6291	NPC150259
Remote Similarity	0.6289	NPC471132
Remote Similarity	0.6289	NPC325903
Remote Similarity	0.6284	NPC471322
Remote Similarity	0.6282	NPC478186
Remote Similarity	0.6282	NPC143872
Remote Similarity	0.628	NPC471130
Remote Similarity	0.6275	NPC115611
Remote Similarity	0.6273	NPC104345
Remote Similarity	0.627	NPC108339
Remote Similarity	0.6258	NPC476231
Remote Similarity	0.6258	NPC194881
Remote Similarity	0.6242	NPC109787
Remote Similarity	0.6242	NPC470111
Remote Similarity	0.6242	NPC114209
Remote Similarity	0.624	NPC108800
Remote Similarity	0.6235	NPC293487
Remote Similarity	0.6232	NPC143156
Remote Similarity	0.6226	NPC470233
Remote Similarity	0.622	NPC247987
Remote Similarity	0.622	NPC90723
Remote Similarity	0.6212	NPC474695
Remote Similarity	0.6209	NPC301760
Remote Similarity	0.6188	NPC281094
Remote Similarity	0.6187	NPC147957
Remote Similarity	0.6184	NPC469560
Remote Similarity	0.6181	NPC290094
Remote Similarity	0.6178	NPC63545
Remote Similarity	0.6174	NPC179365
Remote Similarity	0.6174	NPC475450
Remote Similarity	0.617	NPC291962
Remote Similarity	0.617	NPC177684
Remote Similarity	0.6169	NPC477155
Remote Similarity	0.6169	NPC284635
Remote Similarity	0.6169	NPC238499
Remote Similarity	0.6168	NPC194411
Remote Similarity	0.6168	NPC474897
Remote Similarity	0.6164	NPC469949
Remote Similarity	0.6164	NPC66936
Remote Similarity	0.6164	NPC250361
Remote Similarity	0.6159	NPC471123
Remote Similarity	0.6154	NPC317054
Remote Similarity	0.6148	NPC258046
Remote Similarity	0.6145	NPC478183
Remote Similarity	0.6139	NPC469811
Remote Similarity	0.6139	NPC179787
Remote Similarity	0.6139	NPC201380
Remote Similarity	0.6138	NPC27740
Remote Similarity	0.6135	NPC300238
Remote Similarity	0.6133	NPC473930
Remote Similarity	0.6129	NPC469537
Remote Similarity	0.6127	NPC161956
Remote Similarity	0.6127	NPC112373
Remote Similarity	0.6127	NPC258531
Remote Similarity	0.6122	NPC150863
Remote Similarity	0.6121	NPC478184
Remote Similarity	0.6121	NPC271797
Remote Similarity	0.6121	NPC21174
Remote Similarity	0.6111	NPC84317
Remote Similarity	0.6104	NPC312092
Remote Similarity	0.6104	NPC73767
Remote Similarity	0.6101	NPC321911
Remote Similarity	0.6096	NPC245244
Remote Similarity	0.6096	NPC146373

Drug Structure

NPD4985 OpenBabel08211706322D 25 29 0 0 0 0 0 0 0 0999 V2000 5.1962 -4.0000 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 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 -2.5981 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 1.5827 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 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 0.6691 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 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 2.5981 -2.5000 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 -0.6581 1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 1 4 1 0 0 0 0 1 5 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 13 1 0 0 0 0 5 14 1 0 0 0 0 6 18 2 0 0 0 0 7 20 2 0 0 0 0 8 10 1 0 0 0 0 8 17 2 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 19 2 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 18 1 0 0 0 0 16 21 2 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 21 25 1 0 0 0 0 22 23 2 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002191
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	130786
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.19
ALogP	-1.4842
MLogP	3.55
XLogP	6.294
HDA	3
HBD	0
Rotatable Bonds	2
TPSA	18.84
RO5 Violation	1