NPASS drugs

Drug Information

Drug ID:	NPD4498
Drug Name:
Molecular Formula:	C21H24N2O2
Canonical SMILES:	C1COc2c(O1)cccc2N1CCN(CC1)C1Cc2c(C1)cccc2
Standard InCHI:	InChI=1S/C21H24N2O2/c1-2-5-17-15-18(14-16(17)4-1)22-8-10-23(11-9-22)19-6-3-7-20-21(19)25-13-12-24-20/h1-7,18H,8-15H2
Standard InCHIKey:	QJPPEMXOOWNICQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4498

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	342
0.1-0.2	1745
0.2-0.3	9927
0.3-0.4	2897
0.4-0.5	10917
0.5-0.6	4024
0.6-0.7	946
0.7-0.8	92
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	0.7609	NPC477186
Intermediate Similarity	0.7543	NPC24954
Intermediate Similarity	0.7403	NPC285941
Intermediate Similarity	0.7353	NPC210437
Intermediate Similarity	0.7353	NPC476144
Intermediate Similarity	0.7353	NPC16107
Intermediate Similarity	0.7353	NPC106295
Intermediate Similarity	0.7353	NPC51957
Intermediate Similarity	0.7349	NPC314682
Intermediate Similarity	0.7321	NPC136860
Intermediate Similarity	0.7321	NPC476567
Intermediate Similarity	0.7321	NPC128019
Intermediate Similarity	0.7314	NPC25084
Intermediate Similarity	0.7314	NPC247639
Intermediate Similarity	0.731	NPC7467
Intermediate Similarity	0.7305	NPC328750
Intermediate Similarity	0.7305	NPC188163
Intermediate Similarity	0.7305	NPC474915
Intermediate Similarity	0.7305	NPC213206
Intermediate Similarity	0.724	NPC161804
Intermediate Similarity	0.7228	NPC287588
Intermediate Similarity	0.7204	NPC179704
Intermediate Similarity	0.7189	NPC190461
Intermediate Similarity	0.7166	NPC249405
Intermediate Similarity	0.7159	NPC216459
Intermediate Similarity	0.7159	NPC138487
Intermediate Similarity	0.7159	NPC41178
Intermediate Similarity	0.7159	NPC93593
Intermediate Similarity	0.7157	NPC473422
Intermediate Similarity	0.7135	NPC185838
Intermediate Similarity	0.7135	NPC130926
Intermediate Similarity	0.7128	NPC276674
Intermediate Similarity	0.7128	NPC33902
Intermediate Similarity	0.7119	NPC31311
Intermediate Similarity	0.7119	NPC146288
Intermediate Similarity	0.7119	NPC234392
Intermediate Similarity	0.7111	NPC475393
Intermediate Similarity	0.711	NPC475959
Intermediate Similarity	0.7102	NPC315257
Intermediate Similarity	0.7083	NPC78284
Intermediate Similarity	0.7083	NPC302001
Intermediate Similarity	0.7069	NPC219162
Intermediate Similarity	0.7069	NPC92541
Intermediate Similarity	0.7065	NPC473432
Intermediate Similarity	0.7062	NPC204828
Intermediate Similarity	0.7062	NPC272706
Intermediate Similarity	0.7062	NPC2413
Intermediate Similarity	0.7062	NPC189266
Intermediate Similarity	0.7062	NPC249797
Intermediate Similarity	0.7062	NPC110416
Intermediate Similarity	0.7062	NPC295691
Intermediate Similarity	0.7062	NPC172765
Intermediate Similarity	0.7062	NPC278799
Intermediate Similarity	0.7062	NPC276588
Intermediate Similarity	0.7062	NPC54379
Intermediate Similarity	0.7062	NPC469817
Intermediate Similarity	0.7062	NPC184026
Intermediate Similarity	0.7062	NPC5238
Intermediate Similarity	0.7062	NPC39701
Intermediate Similarity	0.7062	NPC127674
Intermediate Similarity	0.7062	NPC207757
Intermediate Similarity	0.7062	NPC193949
Intermediate Similarity	0.7052	NPC191376
Intermediate Similarity	0.7052	NPC476151
Intermediate Similarity	0.7052	NPC179825
Intermediate Similarity	0.7052	NPC321505
Intermediate Similarity	0.7049	NPC477185
Intermediate Similarity	0.7045	NPC210148
Intermediate Similarity	0.7045	NPC233029
Intermediate Similarity	0.7041	NPC127178
Intermediate Similarity	0.7039	NPC477080
Intermediate Similarity	0.7033	NPC268503
Intermediate Similarity	0.7033	NPC42549
Intermediate Similarity	0.7033	NPC256012
Intermediate Similarity	0.7033	NPC317272
Intermediate Similarity	0.7033	NPC250846
Intermediate Similarity	0.7033	NPC240841
Intermediate Similarity	0.703	NPC82541
Intermediate Similarity	0.7029	NPC97221
Intermediate Similarity	0.7029	NPC151895
Intermediate Similarity	0.7029	NPC220858
Intermediate Similarity	0.7029	NPC192768
Intermediate Similarity	0.7029	NPC88249
Intermediate Similarity	0.7027	NPC477187
Intermediate Similarity	0.7016	NPC312531
Intermediate Similarity	0.7011	NPC246587
Intermediate Similarity	0.7011	NPC24233
Intermediate Similarity	0.7011	NPC476571
Intermediate Similarity	0.7011	NPC428
Intermediate Similarity	0.7011	NPC135538
Intermediate Similarity	0.7011	NPC147390
Intermediate Similarity	0.7005	NPC118776
Remote Similarity	0.6989	NPC326316
Remote Similarity	0.6989	NPC81733
Remote Similarity	0.6978	NPC247972
Remote Similarity	0.6973	NPC63646
Remote Similarity	0.6973	NPC76682
Remote Similarity	0.6973	NPC317145
Remote Similarity	0.6973	NPC317439
Remote Similarity	0.6973	NPC115284
Remote Similarity	0.6973	NPC10908
Remote Similarity	0.6973	NPC227060
Remote Similarity	0.6973	NPC276890
Remote Similarity	0.6973	NPC198498
Remote Similarity	0.6971	NPC477565
Remote Similarity	0.6971	NPC103379
Remote Similarity	0.6966	NPC80129
Remote Similarity	0.6966	NPC187022
Remote Similarity	0.6963	NPC320088
Remote Similarity	0.6954	NPC253883
Remote Similarity	0.6954	NPC144863
Remote Similarity	0.6954	NPC90844
Remote Similarity	0.6954	NPC95075
Remote Similarity	0.6946	NPC471532
Remote Similarity	0.6935	NPC129518
Remote Similarity	0.6935	NPC12424
Remote Similarity	0.6935	NPC41376
Remote Similarity	0.6935	NPC2314
Remote Similarity	0.6935	NPC251580
Remote Similarity	0.6932	NPC274026
Remote Similarity	0.6927	NPC180756
Remote Similarity	0.6927	NPC323443
Remote Similarity	0.6927	NPC474904
Remote Similarity	0.6923	NPC233650
Remote Similarity	0.6914	NPC130941
Remote Similarity	0.6912	NPC159815
Remote Similarity	0.6911	NPC21425
Remote Similarity	0.6909	NPC160193
Remote Similarity	0.6902	NPC471604
Remote Similarity	0.6898	NPC287152
Remote Similarity	0.6893	NPC476568
Remote Similarity	0.689	NPC172403
Remote Similarity	0.6885	NPC238530
Remote Similarity	0.6885	NPC134858
Remote Similarity	0.6885	NPC232514
Remote Similarity	0.6885	NPC276944
Remote Similarity	0.6875	NPC207824
Remote Similarity	0.6875	NPC60538
Remote Similarity	0.6872	NPC231924
Remote Similarity	0.6872	NPC78733
Remote Similarity	0.6869	NPC67904
Remote Similarity	0.6862	NPC293093
Remote Similarity	0.6856	NPC79213
Remote Similarity	0.6856	NPC473004
Remote Similarity	0.6854	NPC148898
Remote Similarity	0.6854	NPC133011
Remote Similarity	0.6854	NPC82285
Remote Similarity	0.6853	NPC193906
Remote Similarity	0.6853	NPC23080
Remote Similarity	0.6851	NPC59028
Remote Similarity	0.6851	NPC216816
Remote Similarity	0.6851	NPC92191
Remote Similarity	0.6851	NPC111485
Remote Similarity	0.6851	NPC118804
Remote Similarity	0.685	NPC473460
Remote Similarity	0.6839	NPC473569
Remote Similarity	0.6837	NPC162653
Remote Similarity	0.6833	NPC147091
Remote Similarity	0.6824	NPC253429
Remote Similarity	0.6818	NPC5374
Remote Similarity	0.6816	NPC476581
Remote Similarity	0.6816	NPC16452
Remote Similarity	0.6816	NPC268077
Remote Similarity	0.6816	NPC36229
Remote Similarity	0.6813	NPC232924
Remote Similarity	0.6813	NPC306902
Remote Similarity	0.6813	NPC477559
Remote Similarity	0.6813	NPC160298
Remote Similarity	0.6813	NPC266753
Remote Similarity	0.6811	NPC210140
Remote Similarity	0.6811	NPC150879
Remote Similarity	0.681	NPC46259
Remote Similarity	0.6806	NPC299990
Remote Similarity	0.6806	NPC73492
Remote Similarity	0.6798	NPC277669
Remote Similarity	0.6798	NPC76213
Remote Similarity	0.6798	NPC476579
Remote Similarity	0.6796	NPC162530
Remote Similarity	0.6796	NPC476572
Remote Similarity	0.6791	NPC475215
Remote Similarity	0.6791	NPC108434
Remote Similarity	0.6789	NPC243454
Remote Similarity	0.6789	NPC220961
Remote Similarity	0.6789	NPC475479
Remote Similarity	0.6788	NPC110741
Remote Similarity	0.6778	NPC325871
Remote Similarity	0.6778	NPC244112
Remote Similarity	0.6778	NPC99659
Remote Similarity	0.6777	NPC71539
Remote Similarity	0.6777	NPC250960
Remote Similarity	0.6776	NPC299582
Remote Similarity	0.6774	NPC73280
Remote Similarity	0.6774	NPC204908
Remote Similarity	0.6774	NPC83198
Remote Similarity	0.6768	NPC17677
Remote Similarity	0.6768	NPC71124
Remote Similarity	0.6766	NPC207971
Remote Similarity	0.6765	NPC469589
Remote Similarity	0.6761	NPC266994
Remote Similarity	0.676	NPC26601

Drug Structure

NPD4498 OpenBabel08211705262D 25 29 0 0 0 0 0 0 0 0999 V2000 -7.4128 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9128 2.5685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9128 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 2.5685 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 0.8660 -2.5000 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 -3.4641 -1.0000 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 -2.5981 -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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 0.8364 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 -4.3301 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 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 -3.4641 -0.0000 0.0000 N 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 1.7321 -1.0000 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 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 16 2 0 0 0 0 5 17 2 0 0 0 0 6 19 1 0 0 0 0 7 20 2 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 11 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 23 1 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 16 17 1 0 0 0 0 18 22 1 0 0 0 0 19 21 2 0 0 0 0 19 23 1 0 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010332
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132787
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.18
ALogP	-0.1378
MLogP	3.33
XLogP	4.291
HDA	2
HBD	0
Rotatable Bonds	2
TPSA	24.94
RO5 Violation	0