NPASS drugs

Drug Information

Drug ID:	NPD5053
Drug Name:	E-2040
Molecular Formula:	C22H25ClFN3O
Canonical SMILES:	OCCN1CCN(CC1)c1cc([C@@H](CC)F)c(c(c1)c1ccccc1C#N)Cl
Standard InCHI:	InChI=1S/C22H25ClFN3O/c1-2-21(24)20-14-17(27-9-7-26(8-10-27)11-12-28)13-19(22(20)23)18-6-4-3-5-16(18)15-25/h3-6,13-14,21,28H,2,7-12H2,1H3/t21-/m1/s1
Standard InCHIKey:	LMCUXPONCFEPAF-OAQYLSRUSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5053

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	200
0.1-0.2	1860
0.2-0.3	11253
0.3-0.4	12610
0.4-0.5	4002
0.5-0.6	932
0.6-0.7	32
0.7-0.8	1
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	0.7551	NPC313352
Remote Similarity	0.6815	NPC291610
Remote Similarity	0.6774	NPC325599
Remote Similarity	0.6622	NPC475915
Remote Similarity	0.6443	NPC316582
Remote Similarity	0.6443	NPC317564
Remote Similarity	0.6402	NPC264589
Remote Similarity	0.6364	NPC478079
Remote Similarity	0.6338	NPC434
Remote Similarity	0.6338	NPC79618
Remote Similarity	0.6331	NPC239854
Remote Similarity	0.6309	NPC228515
Remote Similarity	0.6296	NPC186284
Remote Similarity	0.6296	NPC22082
Remote Similarity	0.6282	NPC473417
Remote Similarity	0.6269	NPC470926
Remote Similarity	0.6242	NPC192209
Remote Similarity	0.6235	NPC243162
Remote Similarity	0.6154	NPC476950
Remote Similarity	0.6105	NPC172937
Remote Similarity	0.6105	NPC94167
Remote Similarity	0.6101	NPC53044
Remote Similarity	0.6098	NPC32002
Remote Similarity	0.6098	NPC315348
Remote Similarity	0.6098	NPC470301
Remote Similarity	0.609	NPC252794
Remote Similarity	0.6081	NPC296163
Remote Similarity	0.6081	NPC187036
Remote Similarity	0.6067	NPC116961
Remote Similarity	0.6059	NPC475763
Remote Similarity	0.6053	NPC226143
Remote Similarity	0.6036	NPC109787
Remote Similarity	0.6026	NPC313449
Remote Similarity	0.5988	NPC311330
Remote Similarity	0.5987	NPC264580
Remote Similarity	0.5977	NPC104345
Remote Similarity	0.5976	NPC212799
Remote Similarity	0.5965	NPC66936
Remote Similarity	0.5959	NPC302790
Remote Similarity	0.5949	NPC469949
Remote Similarity	0.5943	NPC6436
Remote Similarity	0.5943	NPC477591
Remote Similarity	0.5932	NPC162799
Remote Similarity	0.5902	NPC68354
Remote Similarity	0.5899	NPC329430
Remote Similarity	0.5894	NPC288232
Remote Similarity	0.5882	NPC320656
Remote Similarity	0.5879	NPC37423
Remote Similarity	0.5879	NPC275305
Remote Similarity	0.5879	NPC477999
Remote Similarity	0.5879	NPC475097
Remote Similarity	0.5872	NPC33421
Remote Similarity	0.5871	NPC314192
Remote Similarity	0.5871	NPC257490
Remote Similarity	0.587	NPC108800
Remote Similarity	0.5866	NPC300631
Remote Similarity	0.586	NPC19679
Remote Similarity	0.5855	NPC313673
Remote Similarity	0.5855	NPC125416
Remote Similarity	0.5854	NPC471123
Remote Similarity	0.5848	NPC321617
Remote Similarity	0.5843	NPC130251
Remote Similarity	0.5843	NPC169433
Remote Similarity	0.5829	NPC51054
Remote Similarity	0.5828	NPC184437
Remote Similarity	0.5824	NPC473880
Remote Similarity	0.5814	NPC318086
Remote Similarity	0.5808	NPC104483
Remote Similarity	0.5796	NPC328683
Remote Similarity	0.5796	NPC283130
Remote Similarity	0.5789	NPC104070
Remote Similarity	0.5787	NPC85651
Remote Similarity	0.5784	NPC215795
Remote Similarity	0.5784	NPC176199
Remote Similarity	0.5784	NPC133261
Remote Similarity	0.5783	NPC251722
Remote Similarity	0.5783	NPC471312
Remote Similarity	0.5783	NPC314102
Remote Similarity	0.5776	NPC9856
Remote Similarity	0.5767	NPC256893
Remote Similarity	0.5765	NPC116519
Remote Similarity	0.5756	NPC477134
Remote Similarity	0.575	NPC145754
Remote Similarity	0.5746	NPC317430
Remote Similarity	0.5742	NPC291962
Remote Similarity	0.5742	NPC177684
Remote Similarity	0.5739	NPC477156
Remote Similarity	0.5739	NPC477157
Remote Similarity	0.5738	NPC472123
Remote Similarity	0.5731	NPC469735
Remote Similarity	0.573	NPC81229
Remote Similarity	0.573	NPC474058
Remote Similarity	0.573	NPC255229
Remote Similarity	0.5725	NPC191444
Remote Similarity	0.5723	NPC122718
Remote Similarity	0.5722	NPC475420
Remote Similarity	0.5714	NPC194411
Remote Similarity	0.5714	NPC328590
Remote Similarity	0.5707	NPC189812
Remote Similarity	0.5707	NPC329688
Remote Similarity	0.5706	NPC20144
Remote Similarity	0.5706	NPC282398
Remote Similarity	0.5706	NPC222029
Remote Similarity	0.5706	NPC477887
Remote Similarity	0.5705	NPC112373
Remote Similarity	0.5705	NPC161956
Remote Similarity	0.5705	NPC258531
Remote Similarity	0.5698	NPC469740
Remote Similarity	0.5691	NPC472114
Remote Similarity	0.5691	NPC472115
Remote Similarity	0.569	NPC154602
Remote Similarity	0.569	NPC206592
Remote Similarity	0.5689	NPC469560
Remote Similarity	0.5689	NPC150259
Remote Similarity	0.5683	NPC158129
Remote Similarity	0.5677	NPC95783
Remote Similarity	0.5676	NPC472122
Remote Similarity	0.5676	NPC24594
Remote Similarity	0.5674	NPC56765
Remote Similarity	0.5669	NPC316896
Remote Similarity	0.5668	NPC286994
Remote Similarity	0.5663	NPC198988
Remote Similarity	0.566	NPC192533
Remote Similarity	0.5659	NPC473484
Remote Similarity	0.5658	NPC57051
Remote Similarity	0.5652	NPC176858
Remote Similarity	0.565	NPC184476
Remote Similarity	0.565	NPC476464
Remote Similarity	0.5646	NPC474695
Remote Similarity	0.5645	NPC326575
Remote Similarity	0.5645	NPC285941
Remote Similarity	0.5645	NPC293472
Remote Similarity	0.5642	NPC225319
Remote Similarity	0.564	NPC470440
Remote Similarity	0.564	NPC472100
Remote Similarity	0.5638	NPC192270
Remote Similarity	0.5633	NPC268534
Remote Similarity	0.5628	NPC472118
Remote Similarity	0.5625	NPC478076
Remote Similarity	0.5625	NPC323726
Remote Similarity	0.5625	NPC472244
Remote Similarity	0.5625	NPC470343
Remote Similarity	0.5621	NPC88097
Remote Similarity	0.5621	NPC301760
Remote Similarity	0.5619	NPC316018
Remote Similarity	0.5619	NPC315617
Remote Similarity	0.5619	NPC314058
Remote Similarity	0.5619	NPC316359
Remote Similarity	0.5617	NPC150863
Remote Similarity	0.5616	NPC474430
Remote Similarity	0.5612	NPC78154
Remote Similarity	0.5611	NPC472120
Remote Similarity	0.5611	NPC472101
Remote Similarity	0.5611	NPC472117
Remote Similarity	0.5611	NPC282339
Remote Similarity	0.5611	NPC469741
Remote Similarity	0.5611	NPC99632
Remote Similarity	0.5608	NPC256288
Remote Similarity	0.5602	NPC276674
Remote Similarity	0.5602	NPC33902
Remote Similarity	0.56	NPC65855
Remote Similarity	0.56	NPC243756
Remote Similarity	0.56	NPC292758

Drug Structure

NPD5053 OpenBabel08211706322D 29 31 0 0 1 0 0 0 0 0999 V2000 -1.7321 3.0000 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 2.5981 -2.5000 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 2.5981 -1.5000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 -2.5981 -2.5000 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 -6.0622 -2.5000 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 0.0000 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 1.7321 -1.0000 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 -1.5000 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 -0.8660 1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 F 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 -4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 21 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 16 2 0 0 0 0 6 18 2 0 0 0 0 7 9 1 0 0 0 0 7 26 1 0 0 0 0 8 10 1 0 0 0 0 8 26 1 0 0 0 0 9 27 1 0 0 0 0 10 27 1 0 0 0 0 11 12 1 0 0 0 0 11 26 1 0 0 0 0 12 28 1 0 0 0 0 13 17 2 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 14 20 2 0 0 0 0 15 16 1 0 0 0 0 15 25 3 0 0 0 0 16 18 1 0 0 0 0 17 27 1 0 0 0 0 18 19 1 0 0 0 0 19 22 2 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 21 24 1 1 0 0 0 22 23 1 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007231
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	401.17
ALogP	0.6073
MLogP	3.22
XLogP	4.342
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	50.5
RO5 Violation	0