NPASS drugs

Drug Information

Drug ID:	NPD2842
Drug Name:
Molecular Formula:	C18H18N2O2
Canonical SMILES:	O=c1ccc2c(o1)cc(cc2)CNCCNc1ccccc1
Standard InCHI:	InChI=1S/C18H18N2O2/c21-18-9-8-15-7-6-14(12-17(15)22-18)13-19-10-11-20-16-4-2-1-3-5-16/h1-9,12,19-20H,10-11,13H2
Standard InCHIKey:	RNNKCHJUBXFBQB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2842

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	246
0.1-0.2	1546
0.2-0.3	7445
0.3-0.4	4717
0.4-0.5	5862
0.5-0.6	10119
0.6-0.7	945
0.7-0.8	10
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	0.7688	NPC70092
Intermediate Similarity	0.744	NPC93653
Intermediate Similarity	0.7345	NPC288305
Intermediate Similarity	0.7308	NPC475411
Intermediate Similarity	0.7191	NPC283810
Intermediate Similarity	0.7184	NPC471778
Intermediate Similarity	0.7158	NPC474059
Intermediate Similarity	0.7043	NPC471825
Intermediate Similarity	0.7017	NPC314659
Intermediate Similarity	0.7	NPC85613
Remote Similarity	0.6983	NPC127082
Remote Similarity	0.6983	NPC285941
Remote Similarity	0.6975	NPC476475
Remote Similarity	0.6974	NPC475133
Remote Similarity	0.6961	NPC197335
Remote Similarity	0.6957	NPC21425
Remote Similarity	0.6949	NPC112336
Remote Similarity	0.6949	NPC471604
Remote Similarity	0.6949	NPC474814
Remote Similarity	0.6935	NPC22476
Remote Similarity	0.6906	NPC5167
Remote Similarity	0.6897	NPC199737
Remote Similarity	0.6879	NPC301163
Remote Similarity	0.6875	NPC471652
Remote Similarity	0.6857	NPC292143
Remote Similarity	0.6857	NPC139506
Remote Similarity	0.6855	NPC231382
Remote Similarity	0.6854	NPC471648
Remote Similarity	0.6842	NPC472191
Remote Similarity	0.6825	NPC198401
Remote Similarity	0.6818	NPC299582
Remote Similarity	0.6818	NPC24954
Remote Similarity	0.6815	NPC250476
Remote Similarity	0.6811	NPC87391
Remote Similarity	0.6795	NPC217277
Remote Similarity	0.6791	NPC5630
Remote Similarity	0.679	NPC173295
Remote Similarity	0.678	NPC314861
Remote Similarity	0.6776	NPC190461
Remote Similarity	0.6771	NPC212163
Remote Similarity	0.6769	NPC475147
Remote Similarity	0.6763	NPC315257
Remote Similarity	0.6758	NPC474815
Remote Similarity	0.6757	NPC249405
Remote Similarity	0.6754	NPC478049
Remote Similarity	0.6754	NPC314948
Remote Similarity	0.6723	NPC70172
Remote Similarity	0.6722	NPC73280
Remote Similarity	0.672	NPC276674
Remote Similarity	0.672	NPC33902
Remote Similarity	0.6716	NPC472099
Remote Similarity	0.6705	NPC230942
Remote Similarity	0.6705	NPC257763
Remote Similarity	0.6705	NPC315498
Remote Similarity	0.6703	NPC179704
Remote Similarity	0.6701	NPC295676
Remote Similarity	0.6689	NPC87563
Remote Similarity	0.6688	NPC98748
Remote Similarity	0.6687	NPC471306
Remote Similarity	0.6687	NPC470441
Remote Similarity	0.6687	NPC471321
Remote Similarity	0.6686	NPC203784
Remote Similarity	0.6686	NPC170503
Remote Similarity	0.6686	NPC126519
Remote Similarity	0.6686	NPC29647
Remote Similarity	0.6685	NPC127362
Remote Similarity	0.6684	NPC241263
Remote Similarity	0.6683	NPC187145
Remote Similarity	0.6667	NPC208022
Remote Similarity	0.6667	NPC1820
Remote Similarity	0.6667	NPC2295
Remote Similarity	0.6667	NPC231163
Remote Similarity	0.6667	NPC318591
Remote Similarity	0.6667	NPC477564
Remote Similarity	0.6649	NPC469831
Remote Similarity	0.6648	NPC2770
Remote Similarity	0.6648	NPC79328
Remote Similarity	0.6648	NPC39103
Remote Similarity	0.6645	NPC14177
Remote Similarity	0.6644	NPC139891
Remote Similarity	0.6633	NPC207971
Remote Similarity	0.663	NPC287588
Remote Similarity	0.6629	NPC93593
Remote Similarity	0.6628	NPC207824
Remote Similarity	0.6628	NPC60538
Remote Similarity	0.6625	NPC172403
Remote Similarity	0.6614	NPC312531
Remote Similarity	0.6613	NPC469829
Remote Similarity	0.6612	NPC4669
Remote Similarity	0.661	NPC7393
Remote Similarity	0.6609	NPC476580
Remote Similarity	0.6607	NPC308197
Remote Similarity	0.6603	NPC322569
Remote Similarity	0.6602	NPC280799
Remote Similarity	0.6599	NPC244606
Remote Similarity	0.6599	NPC268077
Remote Similarity	0.6599	NPC156728
Remote Similarity	0.6595	NPC472163
Remote Similarity	0.6592	NPC475393
Remote Similarity	0.659	NPC13397
Remote Similarity	0.6585	NPC29650
Remote Similarity	0.6582	NPC328267
Remote Similarity	0.6575	NPC469671
Remote Similarity	0.6575	NPC126676
Remote Similarity	0.6575	NPC85482
Remote Similarity	0.6566	NPC253429
Remote Similarity	0.6562	NPC230313
Remote Similarity	0.6561	NPC320088
Remote Similarity	0.6557	NPC8467
Remote Similarity	0.6556	NPC280760
Remote Similarity	0.6552	NPC76213
Remote Similarity	0.6552	NPC277669
Remote Similarity	0.6546	NPC100863
Remote Similarity	0.6546	NPC71124
Remote Similarity	0.6546	NPC234933
Remote Similarity	0.6545	NPC138365
Remote Similarity	0.6535	NPC119722
Remote Similarity	0.6533	NPC222561
Remote Similarity	0.6533	NPC478075
Remote Similarity	0.6528	NPC303214
Remote Similarity	0.6526	NPC474904
Remote Similarity	0.6524	NPC160692
Remote Similarity	0.6524	NPC266425
Remote Similarity	0.652	NPC152768
Remote Similarity	0.652	NPC148183
Remote Similarity	0.6519	NPC86144
Remote Similarity	0.6519	NPC304659
Remote Similarity	0.6519	NPC471315
Remote Similarity	0.6519	NPC471314
Remote Similarity	0.6515	NPC87714
Remote Similarity	0.6513	NPC5374
Remote Similarity	0.6512	NPC242000
Remote Similarity	0.651	NPC302001
Remote Similarity	0.651	NPC475190
Remote Similarity	0.6508	NPC469830
Remote Similarity	0.6507	NPC115588
Remote Similarity	0.65	NPC189470
Remote Similarity	0.6497	NPC57512
Remote Similarity	0.6497	NPC288759
Remote Similarity	0.6494	NPC163398
Remote Similarity	0.6492	NPC203628
Remote Similarity	0.6491	NPC17760
Remote Similarity	0.6489	NPC313886
Remote Similarity	0.6489	NPC235194
Remote Similarity	0.6488	NPC314682
Remote Similarity	0.6482	NPC477161
Remote Similarity	0.6481	NPC283079
Remote Similarity	0.6477	NPC243626
Remote Similarity	0.6474	NPC144691
Remote Similarity	0.6471	NPC176127
Remote Similarity	0.6467	NPC471316
Remote Similarity	0.6467	NPC149545
Remote Similarity	0.6467	NPC319645
Remote Similarity	0.6465	NPC162484
Remote Similarity	0.6465	NPC473460
Remote Similarity	0.6464	NPC209377
Remote Similarity	0.6463	NPC118419
Remote Similarity	0.6462	NPC193906
Remote Similarity	0.6462	NPC23080
Remote Similarity	0.6461	NPC231862
Remote Similarity	0.646	NPC218323
Remote Similarity	0.6458	NPC79213
Remote Similarity	0.6456	NPC211992
Remote Similarity	0.6455	NPC262725
Remote Similarity	0.6452	NPC241704
Remote Similarity	0.645	NPC328750
Remote Similarity	0.645	NPC213206
Remote Similarity	0.645	NPC474915
Remote Similarity	0.645	NPC188163
Remote Similarity	0.6447	NPC232600
Remote Similarity	0.6447	NPC214368
Remote Similarity	0.6447	NPC111492
Remote Similarity	0.6446	NPC13826
Remote Similarity	0.6446	NPC209195
Remote Similarity	0.6443	NPC186469
Remote Similarity	0.6441	NPC80129
Remote Similarity	0.6441	NPC187022
Remote Similarity	0.6432	NPC313112
Remote Similarity	0.6432	NPC301292
Remote Similarity	0.6432	NPC474902
Remote Similarity	0.6429	NPC35627
Remote Similarity	0.6429	NPC56887
Remote Similarity	0.6429	NPC193853
Remote Similarity	0.6429	NPC195392
Remote Similarity	0.6429	NPC476573
Remote Similarity	0.6429	NPC81247
Remote Similarity	0.6429	NPC223077
Remote Similarity	0.6425	NPC57105
Remote Similarity	0.6425	NPC254957
Remote Similarity	0.6424	NPC105541
Remote Similarity	0.6424	NPC297584
Remote Similarity	0.6424	NPC253476
Remote Similarity	0.6422	NPC476287
Remote Similarity	0.6421	NPC232872
Remote Similarity	0.642	NPC122235
Remote Similarity	0.6417	NPC121400
Remote Similarity	0.6416	NPC51957
Remote Similarity	0.6416	NPC476151
Remote Similarity	0.6416	NPC16107
Remote Similarity	0.6416	NPC210437

Drug Structure

NPD2842 OpenBabel08211702562D 24 26 0 0 0 0 0 0 0 0999 V2000 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 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 6.9282 -3.0000 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 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 0.0000 -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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 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 3.4641 0.0000 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 0.8660 -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 -0.5000 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 4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -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 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 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 4 1 0 0 0 0 3 5 2 0 0 0 0 4 16 2 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 9 2 0 0 0 0 8 15 1 0 0 0 0 9 18 1 0 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 15 17 2 0 0 0 0 16 20 1 0 0 0 0 17 22 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000919
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9926143
ChEBI
CAS Number

Drug Properties

Molecular Weight	294.14
ALogP	-0.536
MLogP	3
XLogP	3.955
HDA	3
HBD	2
Rotatable Bonds	6
TPSA	50.36
RO5 Violation	0