NPASS drugs

Drug Information

Drug ID:	NPD2792
Drug Name:
Molecular Formula:	C18H16N2O3
Canonical SMILES:	COc1ccccc1CN=C(c1noc(c1)c1ccccc1)O
Standard InCHI:	InChI=1S/C18H16N2O3/c1-22-16-10-6-5-9-14(16)12-19-18(21)15-11-17(23-20-15)13-7-3-2-4-8-13/h2-11H,12H2,1H3,(H,19,21)
Standard InCHIKey:	JDNAIBCYTQGWFC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2792

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	235
0.1-0.2	1330
0.2-0.3	5692
0.3-0.4	6587
0.4-0.5	5496
0.5-0.6	10581
0.6-0.7	961
0.7-0.8	8
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	0.7543	NPC264400
Intermediate Similarity	0.731	NPC471316
Intermediate Similarity	0.7287	NPC9475
Intermediate Similarity	0.7136	NPC470021
Intermediate Similarity	0.7112	NPC477888
Intermediate Similarity	0.7075	NPC150239
Intermediate Similarity	0.7053	NPC8467
Intermediate Similarity	0.7019	NPC87413
Remote Similarity	0.6981	NPC247803
Remote Similarity	0.6981	NPC184408
Remote Similarity	0.6977	NPC314633
Remote Similarity	0.6968	NPC473187
Remote Similarity	0.6938	NPC220337
Remote Similarity	0.6937	NPC477589
Remote Similarity	0.6937	NPC477587
Remote Similarity	0.6935	NPC177404
Remote Similarity	0.6927	NPC246381
Remote Similarity	0.6927	NPC317572
Remote Similarity	0.6916	NPC174760
Remote Similarity	0.6915	NPC470023
Remote Similarity	0.6908	NPC321428
Remote Similarity	0.6907	NPC270301
Remote Similarity	0.6882	NPC93653
Remote Similarity	0.6875	NPC477588
Remote Similarity	0.6875	NPC477585
Remote Similarity	0.6875	NPC477586
Remote Similarity	0.6875	NPC477590
Remote Similarity	0.6866	NPC179287
Remote Similarity	0.6866	NPC471615
Remote Similarity	0.6861	NPC470022
Remote Similarity	0.686	NPC472286
Remote Similarity	0.686	NPC472287
Remote Similarity	0.6837	NPC323969
Remote Similarity	0.6827	NPC249583
Remote Similarity	0.6827	NPC4687
Remote Similarity	0.6825	NPC308137
Remote Similarity	0.6825	NPC310211
Remote Similarity	0.6816	NPC230403
Remote Similarity	0.68	NPC28510
Remote Similarity	0.6794	NPC39679
Remote Similarity	0.6792	NPC39500
Remote Similarity	0.6777	NPC146418
Remote Similarity	0.6777	NPC187501
Remote Similarity	0.6776	NPC169402
Remote Similarity	0.6773	NPC274640
Remote Similarity	0.6773	NPC471762
Remote Similarity	0.6773	NPC194740
Remote Similarity	0.6769	NPC161801
Remote Similarity	0.6768	NPC194040
Remote Similarity	0.6761	NPC118228
Remote Similarity	0.6761	NPC116238
Remote Similarity	0.6746	NPC193238
Remote Similarity	0.6743	NPC322482
Remote Similarity	0.6743	NPC122436
Remote Similarity	0.673	NPC470020
Remote Similarity	0.673	NPC269367
Remote Similarity	0.6729	NPC3207
Remote Similarity	0.6728	NPC198503
Remote Similarity	0.6727	NPC257851
Remote Similarity	0.6726	NPC329631
Remote Similarity	0.6717	NPC282103
Remote Similarity	0.6716	NPC70956
Remote Similarity	0.6716	NPC243834
Remote Similarity	0.6713	NPC208084
Remote Similarity	0.67	NPC198401
Remote Similarity	0.6699	NPC300156
Remote Similarity	0.6699	NPC45190
Remote Similarity	0.6698	NPC23294
Remote Similarity	0.6697	NPC144452
Remote Similarity	0.6684	NPC26850
Remote Similarity	0.6684	NPC299582
Remote Similarity	0.6683	NPC472284
Remote Similarity	0.6682	NPC225279
Remote Similarity	0.6682	NPC146976
Remote Similarity	0.6681	NPC101350
Remote Similarity	0.6667	NPC46561
Remote Similarity	0.6667	NPC470017
Remote Similarity	0.6667	NPC174576
Remote Similarity	0.6667	NPC51388
Remote Similarity	0.6667	NPC144381
Remote Similarity	0.6667	NPC315631
Remote Similarity	0.6652	NPC74575
Remote Similarity	0.6652	NPC157931
Remote Similarity	0.6651	NPC303951
Remote Similarity	0.665	NPC28368
Remote Similarity	0.665	NPC280714
Remote Similarity	0.6637	NPC260434
Remote Similarity	0.6637	NPC235685
Remote Similarity	0.6636	NPC236668
Remote Similarity	0.6636	NPC97746
Remote Similarity	0.6635	NPC295898
Remote Similarity	0.6634	NPC90229
Remote Similarity	0.6633	NPC241025
Remote Similarity	0.663	NPC470019
Remote Similarity	0.663	NPC161544
Remote Similarity	0.663	NPC153644
Remote Similarity	0.6622	NPC66777
Remote Similarity	0.6613	NPC26872
Remote Similarity	0.6609	NPC208522
Remote Similarity	0.6609	NPC67401
Remote Similarity	0.6607	NPC196718
Remote Similarity	0.6607	NPC49547
Remote Similarity	0.6606	NPC469439
Remote Similarity	0.6606	NPC54066
Remote Similarity	0.6605	NPC16066
Remote Similarity	0.6599	NPC85613
Remote Similarity	0.6595	NPC91868
Remote Similarity	0.6595	NPC63971
Remote Similarity	0.6591	NPC205372
Remote Similarity	0.659	NPC303658
Remote Similarity	0.6589	NPC264176
Remote Similarity	0.6588	NPC16249
Remote Similarity	0.6583	NPC320394
Remote Similarity	0.6579	NPC475983
Remote Similarity	0.6578	NPC172222
Remote Similarity	0.6577	NPC478078
Remote Similarity	0.6575	NPC280799
Remote Similarity	0.6574	NPC470001
Remote Similarity	0.6574	NPC470002
Remote Similarity	0.6574	NPC322064
Remote Similarity	0.6574	NPC152768
Remote Similarity	0.6574	NPC148183
Remote Similarity	0.6573	NPC471304
Remote Similarity	0.6571	NPC14339
Remote Similarity	0.6564	NPC6786
Remote Similarity	0.6562	NPC127362
Remote Similarity	0.656	NPC74360
Remote Similarity	0.6559	NPC478189
Remote Similarity	0.6558	NPC232225
Remote Similarity	0.6557	NPC86834
Remote Similarity	0.6557	NPC210828
Remote Similarity	0.6553	NPC267928
Remote Similarity	0.6552	NPC1820
Remote Similarity	0.655	NPC295158
Remote Similarity	0.655	NPC42591
Remote Similarity	0.6549	NPC182222
Remote Similarity	0.6549	NPC39370
Remote Similarity	0.6545	NPC216612
Remote Similarity	0.6543	NPC477889
Remote Similarity	0.6542	NPC9894
Remote Similarity	0.6538	NPC473188
Remote Similarity	0.6533	NPC473186
Remote Similarity	0.6533	NPC102593
Remote Similarity	0.653	NPC128115
Remote Similarity	0.6526	NPC85661
Remote Similarity	0.6524	NPC270515
Remote Similarity	0.6524	NPC134848
Remote Similarity	0.6524	NPC475774
Remote Similarity	0.6522	NPC290404
Remote Similarity	0.652	NPC114039
Remote Similarity	0.652	NPC114335
Remote Similarity	0.652	NPC280964
Remote Similarity	0.652	NPC141915
Remote Similarity	0.652	NPC206109
Remote Similarity	0.6516	NPC94842
Remote Similarity	0.6515	NPC168486
Remote Similarity	0.6515	NPC222592
Remote Similarity	0.6514	NPC473041
Remote Similarity	0.6509	NPC198160
Remote Similarity	0.6509	NPC283117
Remote Similarity	0.6503	NPC80928
Remote Similarity	0.6498	NPC274982
Remote Similarity	0.6497	NPC283152
Remote Similarity	0.6496	NPC165964
Remote Similarity	0.6493	NPC163829
Remote Similarity	0.6491	NPC471314
Remote Similarity	0.6491	NPC471315
Remote Similarity	0.6489	NPC474688
Remote Similarity	0.6489	NPC58661
Remote Similarity	0.6488	NPC203972
Remote Similarity	0.6485	NPC206186
Remote Similarity	0.6484	NPC314287
Remote Similarity	0.6484	NPC298436
Remote Similarity	0.648	NPC303225
Remote Similarity	0.6479	NPC46679
Remote Similarity	0.6478	NPC475844
Remote Similarity	0.6478	NPC148889
Remote Similarity	0.6477	NPC314861
Remote Similarity	0.6476	NPC475085
Remote Similarity	0.6476	NPC291535
Remote Similarity	0.6476	NPC475112
Remote Similarity	0.6473	NPC132385
Remote Similarity	0.6471	NPC258048
Remote Similarity	0.6471	NPC210434
Remote Similarity	0.6471	NPC92803
Remote Similarity	0.6468	NPC293151
Remote Similarity	0.6468	NPC27041
Remote Similarity	0.6465	NPC472168
Remote Similarity	0.6464	NPC316202
Remote Similarity	0.6462	NPC476106
Remote Similarity	0.6458	NPC204867
Remote Similarity	0.6457	NPC470018
Remote Similarity	0.6456	NPC276517
Remote Similarity	0.6455	NPC276657
Remote Similarity	0.6453	NPC18890
Remote Similarity	0.6452	NPC144691
Remote Similarity	0.645	NPC243058
Remote Similarity	0.645	NPC43275
Remote Similarity	0.6449	NPC471561
Remote Similarity	0.6449	NPC171882

Drug Structure

NPD2792 OpenBabel08211702552D 24 26 0 0 0 0 0 0 0 0999 V2000 3.6808 -1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4836 1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -0.2976 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 2.8147 3.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 16 2 0 0 0 0 11 15 1 0 0 0 0 11 17 2 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 14 16 1 0 0 0 0 15 18 1 0 0 0 0 15 20 2 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 19 2 3 0 0 0 18 21 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001270
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	17397714
ChEBI
CAS Number

Drug Properties

Molecular Weight	308.12
ALogP	-0.5001
MLogP	2.89
XLogP	5.43
HDA	2
HBD	1
Rotatable Bonds	7
TPSA	67.85
RO5 Violation	1