NPASS drugs

Drug Information

Drug ID:	NPD6293
Drug Name:
Molecular Formula:	C25H30N2O3
Canonical SMILES:	COc1ccccc1N1CCN(CC1)CCC1C(=O)c2ccccc2C(C1=O)(C)C
Standard InCHI:	InChI=1S/C25H30N2O3/c1-25(2)20-9-5-4-8-18(20)23(28)19(24(25)29)12-13-26-14-16-27(17-15-26)21-10-6-7-11-22(21)30-3/h4-11,19H,12-17H2,1-3H3
Standard InCHIKey:	OSEADGVOKYGIER-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6293

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	276
0.1-0.2	1274
0.2-0.3	4538
0.3-0.4	7730
0.4-0.5	6689
0.5-0.6	9412
0.6-0.7	941
0.7-0.8	30
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	NPC93653
Intermediate Similarity	0.7527	NPC21425
Intermediate Similarity	0.7416	NPC299582
Intermediate Similarity	0.7386	NPC301163
Intermediate Similarity	0.7308	NPC73280
Intermediate Similarity	0.7253	NPC471648
Intermediate Similarity	0.7236	NPC478075
Intermediate Similarity	0.7219	NPC314659
Intermediate Similarity	0.7204	NPC85613
Intermediate Similarity	0.7196	NPC87391
Intermediate Similarity	0.7179	NPC71124
Intermediate Similarity	0.7169	NPC266425
Intermediate Similarity	0.7166	NPC472163
Intermediate Similarity	0.7166	NPC197335
Intermediate Similarity	0.715	NPC308943
Intermediate Similarity	0.7143	NPC5374
Intermediate Similarity	0.707	NPC160113
Intermediate Similarity	0.707	NPC476220
Intermediate Similarity	0.7062	NPC470018
Intermediate Similarity	0.7056	NPC49547
Intermediate Similarity	0.7044	NPC470020
Intermediate Similarity	0.7037	NPC154922
Intermediate Similarity	0.7028	NPC74575
Intermediate Similarity	0.7023	NPC329631
Intermediate Similarity	0.7021	NPC5167
Intermediate Similarity	0.7005	NPC112937
Intermediate Similarity	0.7005	NPC234933
Intermediate Similarity	0.7005	NPC100863
Intermediate Similarity	0.7	NPC207971
Intermediate Similarity	0.7	NPC216612
Remote Similarity	0.6995	NPC473569
Remote Similarity	0.699	NPC470023
Remote Similarity	0.6989	NPC144691
Remote Similarity	0.6974	NPC254957
Remote Similarity	0.6959	NPC1820
Remote Similarity	0.6954	NPC470021
Remote Similarity	0.6941	NPC476258
Remote Similarity	0.6941	NPC304837
Remote Similarity	0.6935	NPC67904
Remote Similarity	0.6935	NPC138830
Remote Similarity	0.6931	NPC246140
Remote Similarity	0.6931	NPC195787
Remote Similarity	0.6923	NPC473004
Remote Similarity	0.6919	NPC218733
Remote Similarity	0.6919	NPC138615
Remote Similarity	0.6919	NPC132874
Remote Similarity	0.6919	NPC265642
Remote Similarity	0.6915	NPC285941
Remote Similarity	0.6908	NPC55470
Remote Similarity	0.6897	NPC222561
Remote Similarity	0.6897	NPC212123
Remote Similarity	0.6881	NPC268077
Remote Similarity	0.6878	NPC113455
Remote Similarity	0.6875	NPC234772
Remote Similarity	0.6863	NPC330683
Remote Similarity	0.6863	NPC329567
Remote Similarity	0.686	NPC30749
Remote Similarity	0.6853	NPC198401
Remote Similarity	0.6842	NPC283810
Remote Similarity	0.6837	NPC206109
Remote Similarity	0.6837	NPC114039
Remote Similarity	0.6834	NPC17677
Remote Similarity	0.6834	NPC23080
Remote Similarity	0.6834	NPC193906
Remote Similarity	0.6831	NPC257763
Remote Similarity	0.6821	NPC45389
Remote Similarity	0.6816	NPC471489
Remote Similarity	0.6812	NPC470482
Remote Similarity	0.6812	NPC470481
Remote Similarity	0.6806	NPC288305
Remote Similarity	0.6804	NPC470017
Remote Similarity	0.6798	NPC470019
Remote Similarity	0.6793	NPC204867
Remote Similarity	0.6791	NPC469671
Remote Similarity	0.6791	NPC471604
Remote Similarity	0.6791	NPC126676
Remote Similarity	0.6789	NPC474815
Remote Similarity	0.6788	NPC473007
Remote Similarity	0.6786	NPC120239
Remote Similarity	0.6786	NPC22476
Remote Similarity	0.6782	NPC15987
Remote Similarity	0.678	NPC100573
Remote Similarity	0.678	NPC207873
Remote Similarity	0.6779	NPC268223
Remote Similarity	0.6776	NPC115588
Remote Similarity	0.6774	NPC471651
Remote Similarity	0.6773	NPC470022
Remote Similarity	0.6771	NPC470317
Remote Similarity	0.6768	NPC230313
Remote Similarity	0.6765	NPC325568
Remote Similarity	0.6755	NPC307640
Remote Similarity	0.6749	NPC41216
Remote Similarity	0.6743	NPC139373
Remote Similarity	0.6741	NPC208522
Remote Similarity	0.6739	NPC199737
Remote Similarity	0.6735	NPC474059
Remote Similarity	0.6731	NPC305542
Remote Similarity	0.6728	NPC223242
Remote Similarity	0.6723	NPC9373
Remote Similarity	0.6719	NPC270301
Remote Similarity	0.6719	NPC190461
Remote Similarity	0.6716	NPC241263
Remote Similarity	0.6713	NPC257851
Remote Similarity	0.6705	NPC471316
Remote Similarity	0.6703	NPC475780
Remote Similarity	0.6686	NPC470925
Remote Similarity	0.6684	NPC473432
Remote Similarity	0.6684	NPC471743
Remote Similarity	0.6667	NPC476436
Remote Similarity	0.6667	NPC153631
Remote Similarity	0.6667	NPC298449
Remote Similarity	0.6667	NPC33902
Remote Similarity	0.6667	NPC276674
Remote Similarity	0.6667	NPC24954
Remote Similarity	0.6667	NPC287588
Remote Similarity	0.6652	NPC72905
Remote Similarity	0.6651	NPC134702
Remote Similarity	0.6651	NPC10732
Remote Similarity	0.6651	NPC322482
Remote Similarity	0.6651	NPC195120
Remote Similarity	0.6651	NPC87560
Remote Similarity	0.665	NPC198160
Remote Similarity	0.665	NPC473008
Remote Similarity	0.665	NPC469732
Remote Similarity	0.6648	NPC242000
Remote Similarity	0.6635	NPC474366
Remote Similarity	0.6634	NPC317727
Remote Similarity	0.6633	NPC78284
Remote Similarity	0.6631	NPC476569
Remote Similarity	0.6631	NPC471652
Remote Similarity	0.663	NPC57512
Remote Similarity	0.662	NPC288110
Remote Similarity	0.6615	NPC249405
Remote Similarity	0.6612	NPC471649
Remote Similarity	0.66	NPC243626
Remote Similarity	0.6599	NPC477998
Remote Similarity	0.6592	NPC301501
Remote Similarity	0.6591	NPC473186
Remote Similarity	0.659	NPC285254
Remote Similarity	0.6588	NPC148391
Remote Similarity	0.6582	NPC116007
Remote Similarity	0.658	NPC222524
Remote Similarity	0.6579	NPC270515
Remote Similarity	0.6578	NPC469451
Remote Similarity	0.6573	NPC182853
Remote Similarity	0.6568	NPC428300
Remote Similarity	0.6566	NPC313293
Remote Similarity	0.6566	NPC174629
Remote Similarity	0.6564	NPC179704
Remote Similarity	0.6558	NPC118189
Remote Similarity	0.6558	NPC7560
Remote Similarity	0.6557	NPC476580
Remote Similarity	0.6556	NPC253883
Remote Similarity	0.6556	NPC95075
Remote Similarity	0.6556	NPC144863
Remote Similarity	0.6556	NPC90844
Remote Similarity	0.6554	NPC308197
Remote Similarity	0.6553	NPC133156
Remote Similarity	0.655	NPC471825
Remote Similarity	0.6549	NPC142385
Remote Similarity	0.6547	NPC131977
Remote Similarity	0.6544	NPC231924
Remote Similarity	0.6544	NPC122886
Remote Similarity	0.6543	NPC472114
Remote Similarity	0.6543	NPC472115
Remote Similarity	0.6542	NPC222046
Remote Similarity	0.6541	NPC476443
Remote Similarity	0.6541	NPC133817
Remote Similarity	0.654	NPC114468
Remote Similarity	0.654	NPC473006
Remote Similarity	0.654	NPC236668
Remote Similarity	0.6538	NPC90185
Remote Similarity	0.6537	NPC473005
Remote Similarity	0.6537	NPC1464
Remote Similarity	0.6532	NPC39370
Remote Similarity	0.6532	NPC29650
Remote Similarity	0.6531	NPC322621
Remote Similarity	0.6528	NPC210434
Remote Similarity	0.6526	NPC112336
Remote Similarity	0.6526	NPC474814
Remote Similarity	0.6524	NPC226143
Remote Similarity	0.6522	NPC137353
Remote Similarity	0.6522	NPC477161
Remote Similarity	0.652	NPC329932
Remote Similarity	0.6516	NPC476429
Remote Similarity	0.6515	NPC320088
Remote Similarity	0.6514	NPC319645
Remote Similarity	0.6512	NPC157983
Remote Similarity	0.6512	NPC323969
Remote Similarity	0.6512	NPC118154
Remote Similarity	0.6512	NPC164295
Remote Similarity	0.6509	NPC2905
Remote Similarity	0.6509	NPC146976
Remote Similarity	0.6508	NPC224970
Remote Similarity	0.6508	NPC223595
Remote Similarity	0.6508	NPC33507
Remote Similarity	0.6508	NPC167724
Remote Similarity	0.6507	NPC477160
Remote Similarity	0.6503	NPC119669
Remote Similarity	0.6503	NPC476579

Drug Structure

NPD6293 OpenBabel08211709092D 30 33 0 0 1 0 0 0 0 0999 V2000 0.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9239 -0.3827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 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 2.5981 0.5000 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 -7.7942 4.5000 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 1.7321 0.0000 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 -6.9282 5.0000 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 1.5000 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 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 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 -0.8660 1.5000 0.0000 C 0 0 3 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 -6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 0.5000 0.0000 C 0 0 0 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 -3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 O 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 -5.1962 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 30 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 18 2 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 22 2 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 17 1 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 27 1 0 0 0 0 18 20 1 0 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 22 1 0 0 0 0 21 27 1 0 0 0 0 22 30 1 0 0 0 0 23 28 2 0 0 0 0 24 25 1 0 0 0 0 24 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000251
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	122211
ChEBI
CAS Number

Drug Properties

Molecular Weight	406.23
ALogP	-0.0135
MLogP	3.66
XLogP	3.733
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	49.85
RO5 Violation	0