NPASS drugs

Drug Information

Drug ID:	NPD4078
Drug Name:
Molecular Formula:	C20H25N3O2
Canonical SMILES:	CN1CCC2(N(C1=O)C)CCN1C(C2)c2oc3c(c2CC1)cccc3
Standard InCHI:	InChI=1S/C20H25N3O2/c1-21-11-8-20(22(2)19(21)24)9-12-23-10-7-15-14-5-3-4-6-17(14)25-18(15)16(23)13-20/h3-6,16H,7-13H2,1-2H3
Standard InCHIKey:	JRDUBBHIPPPSLP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4078

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	295
0.1-0.2	1433
0.2-0.3	6601
0.3-0.4	5871
0.4-0.5	7056
0.5-0.6	8811
0.6-0.7	806
0.7-0.8	17
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	0.7459	NPC222524
Intermediate Similarity	0.7409	NPC477258
Intermediate Similarity	0.7368	NPC477259
Intermediate Similarity	0.7368	NPC169387
Intermediate Similarity	0.736	NPC476443
Intermediate Similarity	0.736	NPC133817
Intermediate Similarity	0.7308	NPC471651
Intermediate Similarity	0.72	NPC223873
Intermediate Similarity	0.7176	NPC208170
Intermediate Similarity	0.7176	NPC216149
Intermediate Similarity	0.7151	NPC471649
Intermediate Similarity	0.715	NPC208890
Intermediate Similarity	0.7143	NPC327005
Intermediate Similarity	0.7143	NPC266425
Intermediate Similarity	0.7107	NPC24228
Intermediate Similarity	0.7071	NPC112937
Intermediate Similarity	0.7016	NPC27887
Remote Similarity	0.6974	NPC45389
Remote Similarity	0.6961	NPC478075
Remote Similarity	0.6943	NPC235194
Remote Similarity	0.69	NPC70290
Remote Similarity	0.69	NPC215098
Remote Similarity	0.69	NPC73020
Remote Similarity	0.69	NPC46744
Remote Similarity	0.69	NPC124302
Remote Similarity	0.69	NPC14622
Remote Similarity	0.6897	NPC41216
Remote Similarity	0.6891	NPC289167
Remote Similarity	0.6891	NPC76433
Remote Similarity	0.6891	NPC186957
Remote Similarity	0.6882	NPC476569
Remote Similarity	0.6878	NPC473245
Remote Similarity	0.6878	NPC176304
Remote Similarity	0.6878	NPC70840
Remote Similarity	0.6857	NPC38964
Remote Similarity	0.6857	NPC26589
Remote Similarity	0.6857	NPC473444
Remote Similarity	0.6851	NPC119669
Remote Similarity	0.6832	NPC120671
Remote Similarity	0.6832	NPC314100
Remote Similarity	0.6832	NPC72788
Remote Similarity	0.6832	NPC226652
Remote Similarity	0.6828	NPC153631
Remote Similarity	0.6821	NPC116007
Remote Similarity	0.6821	NPC297647
Remote Similarity	0.68	NPC174783
Remote Similarity	0.6798	NPC471647
Remote Similarity	0.6798	NPC471646
Remote Similarity	0.6782	NPC207239
Remote Similarity	0.6771	NPC476236
Remote Similarity	0.6771	NPC472474
Remote Similarity	0.6771	NPC469964
Remote Similarity	0.6769	NPC102760
Remote Similarity	0.6765	NPC2173
Remote Similarity	0.6765	NPC202771
Remote Similarity	0.6765	NPC119818
Remote Similarity	0.6765	NPC328700
Remote Similarity	0.6758	NPC476579
Remote Similarity	0.6754	NPC303581
Remote Similarity	0.6754	NPC67978
Remote Similarity	0.6753	NPC99723
Remote Similarity	0.6734	NPC226708
Remote Similarity	0.6733	NPC71124
Remote Similarity	0.6732	NPC207971
Remote Similarity	0.6722	NPC210437
Remote Similarity	0.6722	NPC476144
Remote Similarity	0.6722	NPC16107
Remote Similarity	0.6722	NPC51957
Remote Similarity	0.6722	NPC106295
Remote Similarity	0.6717	NPC473569
Remote Similarity	0.6717	NPC166979
Remote Similarity	0.6715	NPC308943
Remote Similarity	0.6714	NPC82056
Remote Similarity	0.6701	NPC214629
Remote Similarity	0.67	NPC5374
Remote Similarity	0.6685	NPC7467
Remote Similarity	0.6684	NPC308267
Remote Similarity	0.6684	NPC471648
Remote Similarity	0.6684	NPC284842
Remote Similarity	0.6684	NPC473007
Remote Similarity	0.6683	NPC97086
Remote Similarity	0.6683	NPC67346
Remote Similarity	0.6667	NPC471650
Remote Similarity	0.6667	NPC227683
Remote Similarity	0.6667	NPC246214
Remote Similarity	0.6651	NPC55470
Remote Similarity	0.665	NPC83511
Remote Similarity	0.665	NPC100863
Remote Similarity	0.6649	NPC241055
Remote Similarity	0.6649	NPC138487
Remote Similarity	0.6649	NPC216459
Remote Similarity	0.6649	NPC41178
Remote Similarity	0.6634	NPC311781
Remote Similarity	0.6633	NPC283207
Remote Similarity	0.6633	NPC469437
Remote Similarity	0.6631	NPC118804
Remote Similarity	0.6631	NPC106786
Remote Similarity	0.6618	NPC268077
Remote Similarity	0.6617	NPC254957
Remote Similarity	0.6616	NPC21425
Remote Similarity	0.6614	NPC59567
Remote Similarity	0.6613	NPC247639
Remote Similarity	0.6613	NPC146288
Remote Similarity	0.6613	NPC25084
Remote Similarity	0.6611	NPC189908
Remote Similarity	0.6608	NPC283079
Remote Similarity	0.6605	NPC219397
Remote Similarity	0.6604	NPC473006
Remote Similarity	0.6602	NPC232533
Remote Similarity	0.6602	NPC243483
Remote Similarity	0.6602	NPC140577
Remote Similarity	0.6602	NPC43069
Remote Similarity	0.6596	NPC135006
Remote Similarity	0.6593	NPC214239
Remote Similarity	0.6592	NPC128019
Remote Similarity	0.6592	NPC476567
Remote Similarity	0.6592	NPC136860
Remote Similarity	0.6591	NPC471316
Remote Similarity	0.6585	NPC138830
Remote Similarity	0.6584	NPC469815
Remote Similarity	0.6584	NPC469816
Remote Similarity	0.6582	NPC220961
Remote Similarity	0.6579	NPC469505
Remote Similarity	0.6567	NPC473004
Remote Similarity	0.6567	NPC473716
Remote Similarity	0.6567	NPC475597
Remote Similarity	0.6564	NPC241704
Remote Similarity	0.6562	NPC86469
Remote Similarity	0.6557	NPC470088
Remote Similarity	0.655	NPC473008
Remote Similarity	0.655	NPC237579
Remote Similarity	0.6548	NPC115906
Remote Similarity	0.6537	NPC267414
Remote Similarity	0.6531	NPC309692
Remote Similarity	0.6531	NPC121400
Remote Similarity	0.6531	NPC270301
Remote Similarity	0.6524	NPC31311
Remote Similarity	0.6524	NPC234392
Remote Similarity	0.6522	NPC473005
Remote Similarity	0.6517	NPC314682
Remote Similarity	0.6516	NPC315914
Remote Similarity	0.6512	NPC478047
Remote Similarity	0.6512	NPC321226
Remote Similarity	0.6512	NPC328856
Remote Similarity	0.6512	NPC478046
Remote Similarity	0.6512	NPC180210
Remote Similarity	0.6512	NPC314914
Remote Similarity	0.6505	NPC67904
Remote Similarity	0.65	NPC297322
Remote Similarity	0.6497	NPC32154
Remote Similarity	0.6495	NPC129578
Remote Similarity	0.6492	NPC168409
Remote Similarity	0.6492	NPC231198
Remote Similarity	0.6486	NPC326316
Remote Similarity	0.6486	NPC81733
Remote Similarity	0.6485	NPC63152
Remote Similarity	0.6482	NPC149571
Remote Similarity	0.6481	NPC284236
Remote Similarity	0.6481	NPC316368
Remote Similarity	0.648	NPC35680
Remote Similarity	0.648	NPC328750
Remote Similarity	0.648	NPC213206
Remote Similarity	0.648	NPC474915
Remote Similarity	0.648	NPC188163
Remote Similarity	0.648	NPC470925
Remote Similarity	0.6471	NPC39701
Remote Similarity	0.6471	NPC207757
Remote Similarity	0.6471	NPC110416
Remote Similarity	0.6471	NPC187022
Remote Similarity	0.6471	NPC80129
Remote Similarity	0.6471	NPC125924
Remote Similarity	0.6471	NPC295691
Remote Similarity	0.6471	NPC184026
Remote Similarity	0.6471	NPC249797
Remote Similarity	0.6471	NPC127674
Remote Similarity	0.6471	NPC189266
Remote Similarity	0.6471	NPC469817
Remote Similarity	0.6471	NPC172765
Remote Similarity	0.6471	NPC278799
Remote Similarity	0.6471	NPC54379
Remote Similarity	0.6471	NPC193949
Remote Similarity	0.6471	NPC5238
Remote Similarity	0.6471	NPC276588
Remote Similarity	0.6471	NPC2413
Remote Similarity	0.6471	NPC204828
Remote Similarity	0.6468	NPC141440
Remote Similarity	0.6465	NPC478048
Remote Similarity	0.6462	NPC12424
Remote Similarity	0.6462	NPC129518
Remote Similarity	0.6462	NPC41376
Remote Similarity	0.6462	NPC251580
Remote Similarity	0.6455	NPC122886
Remote Similarity	0.6452	NPC210148
Remote Similarity	0.6452	NPC233029
Remote Similarity	0.6448	NPC324081
Remote Similarity	0.6445	NPC329567
Remote Similarity	0.6445	NPC330683
Remote Similarity	0.6443	NPC164608
Remote Similarity	0.6441	NPC281104
Remote Similarity	0.644	NPC475393

Drug Structure

NPD4078 OpenBabel08211704332D 25 29 0 0 1 0 0 0 0 0999 V2000 1.7459 2.0165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -1.0081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8680 3.3866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0354 3.8676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8679 2.4257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2031 3.3873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2023 -0.4579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8733 1.5121 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8730 -0.4570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3700 -0.9381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 2.0163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7051 -0.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7054 0.9843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0353 1.9451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2026 0.5035 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5375 0.5037 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.2027 2.4260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3700 0.9844 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8730 0.5042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8731 0.5040 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8729 1.5123 0.0000 N 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 -2.5374 -0.4572 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.7462 0.0002 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3704 1.9457 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 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 14 2 0 0 0 0 6 17 2 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 20 1 0 0 0 0 9 12 1 0 0 0 0 9 20 1 0 0 0 0 10 23 1 0 0 0 0 11 21 1 0 0 0 0 12 23 1 0 0 0 0 13 16 1 0 0 0 0 13 20 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 15 18 2 0 0 0 0 16 18 1 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 19 24 2 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000954
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	123679
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.19
ALogP	-0.9293
MLogP	3.11
XLogP	2.556
HDA	4
HBD	0
Rotatable Bonds	2
TPSA	39.93
RO5 Violation	0