NPASS drugs

Drug Information

Drug ID:	NPD2733
Drug Name:
Molecular Formula:	C18H13ClN2O
Canonical SMILES:	C#CCN1C(=O)CN=C(c2c1ccc(c2)Cl)c1ccccc1
Standard InCHI:	InChI=1S/C18H13ClN2O/c1-2-10-21-16-9-8-14(19)11-15(16)18(20-12-17(21)22)13-6-4-3-5-7-13/h1,3-9,11H,10,12H2
Standard InCHIKey:	MFZOSKPPVCIFMT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2733

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	413
0.1-0.2	4969
0.2-0.3	13589
0.3-0.4	7698
0.4-0.5	2972
0.5-0.6	1133
0.6-0.7	110
0.7-0.8	4
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	0.9692	NPC325599
Intermediate Similarity	0.812	NPC317564
Intermediate Similarity	0.7343	NPC476950
Intermediate Similarity	0.7122	NPC192209
Intermediate Similarity	0.708	NPC187036
Intermediate Similarity	0.708	NPC296163
Remote Similarity	0.6772	NPC470440
Remote Similarity	0.6768	NPC477591
Remote Similarity	0.6761	NPC313449
Remote Similarity	0.6715	NPC302790
Remote Similarity	0.6713	NPC228515
Remote Similarity	0.6711	NPC313352
Remote Similarity	0.6686	NPC116961
Remote Similarity	0.6621	NPC316582
Remote Similarity	0.662	NPC288232
Remote Similarity	0.6606	NPC477887
Remote Similarity	0.6579	NPC53044
Remote Similarity	0.6561	NPC32002
Remote Similarity	0.6561	NPC315348
Remote Similarity	0.6561	NPC471574
Remote Similarity	0.6556	NPC9856
Remote Similarity	0.6524	NPC281094
Remote Similarity	0.6519	NPC238499
Remote Similarity	0.6494	NPC184437
Remote Similarity	0.6452	NPC300299
Remote Similarity	0.6438	NPC136002
Remote Similarity	0.6424	NPC469949
Remote Similarity	0.6424	NPC478079
Remote Similarity	0.642	NPC254798
Remote Similarity	0.6397	NPC291610
Remote Similarity	0.6364	NPC117032
Remote Similarity	0.6325	NPC471132
Remote Similarity	0.6319	NPC478186
Remote Similarity	0.631	NPC104345
Remote Similarity	0.6294	NPC194881
Remote Similarity	0.6294	NPC88970
Remote Similarity	0.6272	NPC293487
Remote Similarity	0.6259	NPC264580
Remote Similarity	0.6257	NPC478182
Remote Similarity	0.625	NPC476464
Remote Similarity	0.6242	NPC475915
Remote Similarity	0.6242	NPC257490
Remote Similarity	0.6236	NPC314919
Remote Similarity	0.6229	NPC161861
Remote Similarity	0.6221	NPC471130
Remote Similarity	0.6216	NPC162689
Remote Similarity	0.6216	NPC54102
Remote Similarity	0.6216	NPC226143
Remote Similarity	0.6207	NPC65080
Remote Similarity	0.6203	NPC198988
Remote Similarity	0.619	NPC148140
Remote Similarity	0.6188	NPC207554
Remote Similarity	0.6185	NPC478183
Remote Similarity	0.6178	NPC162417
Remote Similarity	0.6178	NPC316104
Remote Similarity	0.6173	NPC277157
Remote Similarity	0.6164	NPC122553
Remote Similarity	0.6163	NPC478184
Remote Similarity	0.6154	NPC207428
Remote Similarity	0.6149	NPC186284
Remote Similarity	0.6149	NPC104483
Remote Similarity	0.6149	NPC81561
Remote Similarity	0.6149	NPC220698
Remote Similarity	0.6149	NPC2823
Remote Similarity	0.6149	NPC22082
Remote Similarity	0.614	NPC68650
Remote Similarity	0.6138	NPC314141
Remote Similarity	0.6127	NPC164802
Remote Similarity	0.6125	NPC83214
Remote Similarity	0.6125	NPC469560
Remote Similarity	0.6125	NPC314102
Remote Similarity	0.6125	NPC251722
Remote Similarity	0.6122	NPC125416
Remote Similarity	0.6118	NPC299594
Remote Similarity	0.6108	NPC66936
Remote Similarity	0.6108	NPC40070
Remote Similarity	0.6107	NPC177684
Remote Similarity	0.6107	NPC291962
Remote Similarity	0.6105	NPC478185
Remote Similarity	0.6101	NPC267508
Remote Similarity	0.6101	NPC471123
Remote Similarity	0.6092	NPC56233
Remote Similarity	0.6084	NPC109787
Remote Similarity	0.608	NPC355
Remote Similarity	0.6078	NPC122718
Remote Similarity	0.6077	NPC471785
Remote Similarity	0.6075	NPC314058
Remote Similarity	0.6075	NPC316018
Remote Similarity	0.6075	NPC316359
Remote Similarity	0.6075	NPC315617
Remote Similarity	0.6067	NPC112373
Remote Similarity	0.6067	NPC258531
Remote Similarity	0.6067	NPC161956
Remote Similarity	0.6062	NPC325252
Remote Similarity	0.6056	NPC20322
Remote Similarity	0.6056	NPC91179
Remote Similarity	0.6049	NPC471164
Remote Similarity	0.6049	NPC88097
Remote Similarity	0.6049	NPC470301
Remote Similarity	0.6039	NPC250476
Remote Similarity	0.6037	NPC20144
Remote Similarity	0.6034	NPC28848
Remote Similarity	0.6034	NPC14325
Remote Similarity	0.6026	NPC187231
Remote Similarity	0.6026	NPC215519
Remote Similarity	0.6025	NPC471312
Remote Similarity	0.6023	NPC91895
Remote Similarity	0.6023	NPC32534
Remote Similarity	0.6015	NPC78154
Remote Similarity	0.6014	NPC77294
Remote Similarity	0.6013	NPC46358
Remote Similarity	0.6012	NPC289776
Remote Similarity	0.6012	NPC191863
Remote Similarity	0.6012	NPC133470
Remote Similarity	0.6011	NPC133003
Remote Similarity	0.6	NPC11126
Remote Similarity	0.5989	NPC470205
Remote Similarity	0.5989	NPC471609
Remote Similarity	0.5988	NPC130251
Remote Similarity	0.5988	NPC276085
Remote Similarity	0.5985	NPC472258
Remote Similarity	0.5978	NPC94752
Remote Similarity	0.5977	NPC21174
Remote Similarity	0.5977	NPC271734
Remote Similarity	0.5977	NPC271797
Remote Similarity	0.5976	NPC473868
Remote Similarity	0.5976	NPC63157
Remote Similarity	0.5963	NPC218268
Remote Similarity	0.5962	NPC150863
Remote Similarity	0.5956	NPC21429
Remote Similarity	0.5956	NPC228835
Remote Similarity	0.5951	NPC301760
Remote Similarity	0.5949	NPC476687
Remote Similarity	0.5949	NPC22079
Remote Similarity	0.5949	NPC476685
Remote Similarity	0.5949	NPC476689
Remote Similarity	0.5944	NPC79618
Remote Similarity	0.5941	NPC295021
Remote Similarity	0.5941	NPC200214
Remote Similarity	0.5939	NPC477890
Remote Similarity	0.593	NPC222029
Remote Similarity	0.5926	NPC65408
Remote Similarity	0.5926	NPC150259
Remote Similarity	0.5922	NPC469529
Remote Similarity	0.592	NPC476231
Remote Similarity	0.5915	NPC2949
Remote Similarity	0.5915	NPC59084
Remote Similarity	0.5915	NPC473418
Remote Similarity	0.5912	NPC256893
Remote Similarity	0.5906	NPC313673
Remote Similarity	0.5906	NPC147957
Remote Similarity	0.5906	NPC470544
Remote Similarity	0.5902	NPC83381
Remote Similarity	0.5899	NPC75496
Remote Similarity	0.5897	NPC250361
Remote Similarity	0.5892	NPC135601
Remote Similarity	0.5892	NPC141612
Remote Similarity	0.5892	NPC17273
Remote Similarity	0.589	NPC315051
Remote Similarity	0.5886	NPC231382
Remote Similarity	0.5882	NPC268534
Remote Similarity	0.5879	NPC476454
Remote Similarity	0.5879	NPC16659
Remote Similarity	0.5872	NPC115049
Remote Similarity	0.587	NPC470003
Remote Similarity	0.5867	NPC470545
Remote Similarity	0.5864	NPC134657
Remote Similarity	0.5862	NPC255229
Remote Similarity	0.5862	NPC81229
Remote Similarity	0.586	NPC17059
Remote Similarity	0.586	NPC209389
Remote Similarity	0.5857	NPC326792
Remote Similarity	0.5856	NPC240088
Remote Similarity	0.5856	NPC473380
Remote Similarity	0.5849	NPC40364
Remote Similarity	0.5845	NPC275467
Remote Similarity	0.5844	NPC328683
Remote Similarity	0.5844	NPC283130
Remote Similarity	0.5843	NPC190296
Remote Similarity	0.5838	NPC308931
Remote Similarity	0.5838	NPC99939
Remote Similarity	0.5833	NPC212799
Remote Similarity	0.5833	NPC252794
Remote Similarity	0.5833	NPC469938
Remote Similarity	0.5828	NPC470546
Remote Similarity	0.5824	NPC248462
Remote Similarity	0.5824	NPC265710
Remote Similarity	0.5824	NPC12649
Remote Similarity	0.5823	NPC472245
Remote Similarity	0.5823	NPC314431
Remote Similarity	0.5823	NPC280807
Remote Similarity	0.5823	NPC473762
Remote Similarity	0.5819	NPC114637
Remote Similarity	0.5819	NPC470509
Remote Similarity	0.5818	NPC115611
Remote Similarity	0.5814	NPC476297
Remote Similarity	0.5813	NPC475450
Remote Similarity	0.5806	NPC311858
Remote Similarity	0.5799	NPC321617
Remote Similarity	0.5799	NPC470111

Drug Structure

NPD2733 OpenBabel08211702552D 22 24 0 0 0 0 0 0 0 0999 V2000 -4.3457 1.9126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7824 1.0864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2191 0.2602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6784 2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 -0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1890 4.1906 0.0000 Cl 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 -2.2219 0.3349 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2852 -1.3574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 3 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 16 1 0 0 0 0 10 21 1 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 17 1 0 0 0 0 12 20 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 17 21 1 0 0 0 0 17 22 2 0 0 0 0 18 20 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000988
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	308.07
ALogP	0.5786
MLogP	3
XLogP	4.12
HDA	3
HBD	0
Rotatable Bonds	3
TPSA	32.67
RO5 Violation	0