NPASS drugs

Drug Information

Drug ID:	NPD3063
Drug Name:	U-54494A
Molecular Formula:	C18H24Cl2N2O
Canonical SMILES:	CN(C(=O)c1ccc(c(c1)Cl)Cl)[C@H]1CCCC[C@H]1N1CCCC1
Standard InCHI:	InChI=1S/C18H24Cl2N2O/c1-21(18(23)13-8-9-14(19)15(20)12-13)16-6-2-3-7-17(16)22-10-4-5-11-22/h8-9,12,16-17H,2-7,10-11H2,1H3/t16-,17+/m0/s1
Standard InCHIKey:	JUBNVWGVNWIXMB-DLBZAZTESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3063

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	234
0.1-0.2	2113
0.2-0.3	9603
0.3-0.4	13461
0.4-0.5	4734
0.5-0.6	678
0.6-0.7	64
0.7-0.8	3
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	0.7197	NPC113099
Intermediate Similarity	0.7054	NPC55529
Intermediate Similarity	0.7	NPC79698
Remote Similarity	0.6944	NPC473962
Remote Similarity	0.6899	NPC473418
Remote Similarity	0.6759	NPC126458
Remote Similarity	0.6735	NPC162417
Remote Similarity	0.6735	NPC316104
Remote Similarity	0.6643	NPC27833
Remote Similarity	0.6641	NPC167336
Remote Similarity	0.6619	NPC320656
Remote Similarity	0.6587	NPC256452
Remote Similarity	0.6471	NPC181390
Remote Similarity	0.6424	NPC325599
Remote Similarity	0.6423	NPC305602
Remote Similarity	0.6423	NPC17497
Remote Similarity	0.6378	NPC474974
Remote Similarity	0.6376	NPC207428
Remote Similarity	0.6364	NPC471164
Remote Similarity	0.6357	NPC315276
Remote Similarity	0.6357	NPC14672
Remote Similarity	0.6357	NPC285926
Remote Similarity	0.6338	NPC226143
Remote Similarity	0.6331	NPC471318
Remote Similarity	0.6294	NPC200964
Remote Similarity	0.6275	NPC316906
Remote Similarity	0.6268	NPC220698
Remote Similarity	0.6241	NPC239357
Remote Similarity	0.6224	NPC177684
Remote Similarity	0.6224	NPC291962
Remote Similarity	0.6222	NPC45033
Remote Similarity	0.6184	NPC266425
Remote Similarity	0.6181	NPC112373
Remote Similarity	0.6181	NPC258531
Remote Similarity	0.6181	NPC161956
Remote Similarity	0.6174	NPC473322
Remote Similarity	0.6172	NPC473661
Remote Similarity	0.617	NPC473573
Remote Similarity	0.6169	NPC122553
Remote Similarity	0.6148	NPC143516
Remote Similarity	0.6138	NPC257490
Remote Similarity	0.6133	NPC200589
Remote Similarity	0.6124	NPC291070
Remote Similarity	0.6124	NPC71140
Remote Similarity	0.6124	NPC246757
Remote Similarity	0.6107	NPC472258
Remote Similarity	0.6103	NPC130898
Remote Similarity	0.6103	NPC474973
Remote Similarity	0.6103	NPC474804
Remote Similarity	0.6099	NPC246904
Remote Similarity	0.6099	NPC33742
Remote Similarity	0.6093	NPC255447
Remote Similarity	0.6084	NPC470545
Remote Similarity	0.6054	NPC175726
Remote Similarity	0.6054	NPC474082
Remote Similarity	0.6042	NPC470546
Remote Similarity	0.604	NPC322433
Remote Similarity	0.6029	NPC476198
Remote Similarity	0.6028	NPC35850
Remote Similarity	0.6028	NPC276949
Remote Similarity	0.6028	NPC57051
Remote Similarity	0.6026	NPC469560
Remote Similarity	0.6024	NPC477887
Remote Similarity	0.6014	NPC473676
Remote Similarity	0.6014	NPC77294
Remote Similarity	0.6014	NPC470544
Remote Similarity	0.6	NPC471310
Remote Similarity	0.5986	NPC26285
Remote Similarity	0.5985	NPC471447
Remote Similarity	0.5946	NPC6975
Remote Similarity	0.5935	NPC300299
Remote Similarity	0.5918	NPC71684
Remote Similarity	0.5906	NPC22746
Remote Similarity	0.5887	NPC475013
Remote Similarity	0.5886	NPC315051
Remote Similarity	0.5879	NPC117032
Remote Similarity	0.587	NPC473498
Remote Similarity	0.5868	NPC84317
Remote Similarity	0.5864	NPC324445
Remote Similarity	0.5855	NPC111428
Remote Similarity	0.5855	NPC209389
Remote Similarity	0.585	NPC279385
Remote Similarity	0.585	NPC179605
Remote Similarity	0.585	NPC302169
Remote Similarity	0.5849	NPC471574
Remote Similarity	0.5846	NPC470926
Remote Similarity	0.584	NPC149263
Remote Similarity	0.5839	NPC254698
Remote Similarity	0.5823	NPC83214
Remote Similarity	0.5821	NPC322598
Remote Similarity	0.5818	NPC66936
Remote Similarity	0.5817	NPC187231
Remote Similarity	0.5817	NPC179224
Remote Similarity	0.5811	NPC202521
Remote Similarity	0.5811	NPC103292
Remote Similarity	0.5806	NPC231986
Remote Similarity	0.5804	NPC476048
Remote Similarity	0.5802	NPC313850
Remote Similarity	0.58	NPC285394
Remote Similarity	0.58	NPC222466
Remote Similarity	0.5799	NPC154478
Remote Similarity	0.5797	NPC474910
Remote Similarity	0.5796	NPC471123
Remote Similarity	0.5786	NPC207554
Remote Similarity	0.5785	NPC271642
Remote Similarity	0.5772	NPC39818
Remote Similarity	0.5769	NPC248283
Remote Similarity	0.5769	NPC313352
Remote Similarity	0.5765	NPC73644
Remote Similarity	0.5762	NPC101719
Remote Similarity	0.5762	NPC472244
Remote Similarity	0.5762	NPC470343
Remote Similarity	0.5752	NPC150863
Remote Similarity	0.575	NPC161069
Remote Similarity	0.5746	NPC316141
Remote Similarity	0.5743	NPC316582
Remote Similarity	0.5743	NPC476990
Remote Similarity	0.5742	NPC257390
Remote Similarity	0.5741	NPC136002
Remote Similarity	0.5724	NPC136453
Remote Similarity	0.5714	NPC280807
Remote Similarity	0.5714	NPC472245
Remote Similarity	0.5714	NPC314431
Remote Similarity	0.5714	NPC228515
Remote Similarity	0.5714	NPC355
Remote Similarity	0.5704	NPC313981
Remote Similarity	0.5702	NPC98976
Remote Similarity	0.5698	NPC189116
Remote Similarity	0.569	NPC471651
Remote Similarity	0.5689	NPC473002
Remote Similarity	0.5687	NPC130251
Remote Similarity	0.5686	NPC239990
Remote Similarity	0.5686	NPC105114
Remote Similarity	0.5686	NPC71933
Remote Similarity	0.5686	NPC152850
Remote Similarity	0.5686	NPC89923
Remote Similarity	0.5683	NPC474559
Remote Similarity	0.568	NPC471649
Remote Similarity	0.5679	NPC471680
Remote Similarity	0.5679	NPC209509
Remote Similarity	0.5677	NPC130309
Remote Similarity	0.5677	NPC120251
Remote Similarity	0.5669	NPC474473
Remote Similarity	0.5667	NPC252878
Remote Similarity	0.566	NPC92784
Remote Similarity	0.566	NPC98424
Remote Similarity	0.566	NPC178662
Remote Similarity	0.566	NPC476133
Remote Similarity	0.566	NPC470884
Remote Similarity	0.5659	NPC69057
Remote Similarity	0.5655	NPC469903
Remote Similarity	0.5652	NPC202613
Remote Similarity	0.5652	NPC301760
Remote Similarity	0.5652	NPC470301
Remote Similarity	0.5649	NPC165726
Remote Similarity	0.5649	NPC213969
Remote Similarity	0.5647	NPC104345
Remote Similarity	0.5647	NPC222029
Remote Similarity	0.5644	NPC262077
Remote Similarity	0.5641	NPC40364
Remote Similarity	0.5641	NPC32858
Remote Similarity	0.5641	NPC194857
Remote Similarity	0.5633	NPC118099
Remote Similarity	0.5633	NPC474787
Remote Similarity	0.5633	NPC76785
Remote Similarity	0.5633	NPC475598
Remote Similarity	0.5633	NPC474855
Remote Similarity	0.5633	NPC49577
Remote Similarity	0.5633	NPC474811
Remote Similarity	0.5633	NPC475318
Remote Similarity	0.5633	NPC476102
Remote Similarity	0.5633	NPC90194
Remote Similarity	0.5633	NPC273907
Remote Similarity	0.5633	NPC151706
Remote Similarity	0.5633	NPC9687
Remote Similarity	0.5633	NPC79465
Remote Similarity	0.5633	NPC293377
Remote Similarity	0.5633	NPC260045
Remote Similarity	0.5629	NPC46427
Remote Similarity	0.5618	NPC475427
Remote Similarity	0.5614	NPC276085
Remote Similarity	0.5613	NPC300315
Remote Similarity	0.5612	NPC275467
Remote Similarity	0.561	NPC138775
Remote Similarity	0.561	NPC16188
Remote Similarity	0.5608	NPC134657
Remote Similarity	0.5603	NPC172170
Remote Similarity	0.56	NPC71664

Drug Structure

NPD3063 OpenBabel08211702562D 23 25 0 0 1 0 0 0 0 0999 V2000 1.7321 1.0000 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 -0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 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 -0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.5878 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 5.1962 1.0000 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 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 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 6.0622 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 16 1 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 22 1 0 0 0 0 11 22 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 21 1 1 0 0 0 17 7 1 1 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 18 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006082
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.13
ALogP	-0.8363
MLogP	2.89
XLogP	3.812
HDA	3
HBD	0
Rotatable Bonds	7
TPSA	23.55
RO5 Violation	0