NPASS drugs

Drug Information

Drug ID:	NPD4084
Drug Name:
Molecular Formula:	C20H25N3O5
Canonical SMILES:	COc1ccc(cc1OC)CCNCCCNC(=O)c1ccc(cc1)N(=O)=O
Standard InCHI:	InChI=1S/C20H25N3O5/c1-27-18-9-4-15(14-19(18)28-2)10-13-21-11-3-12-22-20(24)16-5-7-17(8-6-16)23(25)26/h4-9,14,21H,3,10-13H2,1-2H3,(H,22,24)
Standard InCHIKey:	XEAKAKKNLOUHDV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4084

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	266
0.1-0.2	1682
0.2-0.3	7457
0.3-0.4	4709
0.4-0.5	5915
0.5-0.6	9732
0.6-0.7	1069
0.7-0.8	60
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	0.7668	NPC71124
Intermediate Similarity	0.7581	NPC288305
Intermediate Similarity	0.7563	NPC207971
Intermediate Similarity	0.7552	NPC254957
Intermediate Similarity	0.7538	NPC5374
Intermediate Similarity	0.7538	NPC222561
Intermediate Similarity	0.7527	NPC283810
Intermediate Similarity	0.7525	NPC268077
Intermediate Similarity	0.75	NPC119669
Intermediate Similarity	0.745	NPC308943
Intermediate Similarity	0.7433	NPC85613
Intermediate Similarity	0.7433	NPC5167
Intermediate Similarity	0.7433	NPC222524
Intermediate Similarity	0.7425	NPC266425
Intermediate Similarity	0.7394	NPC121400
Intermediate Similarity	0.7376	NPC471561
Intermediate Similarity	0.7363	NPC153631
Intermediate Similarity	0.7351	NPC73280
Intermediate Similarity	0.733	NPC116007
Intermediate Similarity	0.7304	NPC471532
Intermediate Similarity	0.7282	NPC298449
Intermediate Similarity	0.7264	NPC475147
Intermediate Similarity	0.7241	NPC90185
Intermediate Similarity	0.7222	NPC100863
Intermediate Similarity	0.7213	NPC135006
Intermediate Similarity	0.7212	NPC126556
Intermediate Similarity	0.7208	NPC470023
Intermediate Similarity	0.7198	NPC55470
Intermediate Similarity	0.7165	NPC169387
Intermediate Similarity	0.7165	NPC477259
Intermediate Similarity	0.7163	NPC471531
Intermediate Similarity	0.7157	NPC207873
Intermediate Similarity	0.7157	NPC100573
Intermediate Similarity	0.715	NPC83511
Intermediate Similarity	0.7129	NPC473460
Intermediate Similarity	0.7128	NPC208890
Intermediate Similarity	0.7127	NPC470708
Intermediate Similarity	0.7122	NPC475133
Intermediate Similarity	0.7108	NPC16249
Intermediate Similarity	0.7104	NPC93653
Intermediate Similarity	0.7094	NPC473422
Intermediate Similarity	0.7094	NPC38961
Intermediate Similarity	0.709	NPC303581
Intermediate Similarity	0.709	NPC67978
Intermediate Similarity	0.7083	NPC314659
Intermediate Similarity	0.7074	NPC86469
Intermediate Similarity	0.7071	NPC230313
Intermediate Similarity	0.7071	NPC469816
Intermediate Similarity	0.7071	NPC243626
Intermediate Similarity	0.7071	NPC469815
Intermediate Similarity	0.7059	NPC477161
Intermediate Similarity	0.7056	NPC13397
Intermediate Similarity	0.7043	NPC476569
Intermediate Similarity	0.7041	NPC473008
Intermediate Similarity	0.7031	NPC197335
Intermediate Similarity	0.7024	NPC172403
Intermediate Similarity	0.7021	NPC471604
Intermediate Similarity	0.7019	NPC119722
Intermediate Similarity	0.7016	NPC308267
Intermediate Similarity	0.7	NPC470021
Remote Similarity	0.6995	NPC27887
Remote Similarity	0.6989	NPC299582
Remote Similarity	0.6974	NPC87391
Remote Similarity	0.6971	NPC61731
Remote Similarity	0.6971	NPC186569
Remote Similarity	0.6967	NPC313327
Remote Similarity	0.6963	NPC4669
Remote Similarity	0.6957	NPC85661
Remote Similarity	0.6957	NPC57512
Remote Similarity	0.6954	NPC253429
Remote Similarity	0.695	NPC477258
Remote Similarity	0.695	NPC125924
Remote Similarity	0.6938	NPC470482
Remote Similarity	0.6938	NPC470481
Remote Similarity	0.6932	NPC323204
Remote Similarity	0.6928	NPC298486
Remote Similarity	0.6923	NPC269449
Remote Similarity	0.6919	NPC160692
Remote Similarity	0.6919	NPC22476
Remote Similarity	0.6915	NPC24228
Remote Similarity	0.6908	NPC46679
Remote Similarity	0.6906	NPC60538
Remote Similarity	0.6906	NPC207824
Remote Similarity	0.6905	NPC124658
Remote Similarity	0.6905	NPC227361
Remote Similarity	0.6885	NPC476580
Remote Similarity	0.6885	NPC58661
Remote Similarity	0.6875	NPC171882
Remote Similarity	0.6875	NPC121510
Remote Similarity	0.6857	NPC159815
Remote Similarity	0.6837	NPC473007
Remote Similarity	0.6836	NPC188163
Remote Similarity	0.6836	NPC474915
Remote Similarity	0.6836	NPC328750
Remote Similarity	0.6836	NPC213206
Remote Similarity	0.6831	NPC277669
Remote Similarity	0.6831	NPC76213
Remote Similarity	0.6818	NPC231572
Remote Similarity	0.6818	NPC124626
Remote Similarity	0.6813	NPC470088
Remote Similarity	0.6811	NPC187022
Remote Similarity	0.6811	NPC80129
Remote Similarity	0.6811	NPC169742
Remote Similarity	0.6806	NPC473748
Remote Similarity	0.68	NPC473004
Remote Similarity	0.6788	NPC285941
Remote Similarity	0.678	NPC314682
Remote Similarity	0.6777	NPC91234
Remote Similarity	0.6777	NPC10732
Remote Similarity	0.6774	NPC301163
Remote Similarity	0.6774	NPC126519
Remote Similarity	0.6774	NPC203784
Remote Similarity	0.6774	NPC170503
Remote Similarity	0.6771	NPC154922
Remote Similarity	0.6769	NPC28368
Remote Similarity	0.6769	NPC270301
Remote Similarity	0.6763	NPC163829
Remote Similarity	0.6761	NPC225745
Remote Similarity	0.6761	NPC252107
Remote Similarity	0.6761	NPC319645
Remote Similarity	0.6758	NPC153644
Remote Similarity	0.6757	NPC2295
Remote Similarity	0.6757	NPC477564
Remote Similarity	0.6755	NPC158900
Remote Similarity	0.6751	NPC235194
Remote Similarity	0.6744	NPC256422
Remote Similarity	0.6743	NPC11147
Remote Similarity	0.6739	NPC476579
Remote Similarity	0.6737	NPC39103
Remote Similarity	0.6737	NPC2770
Remote Similarity	0.6733	NPC198401
Remote Similarity	0.6731	NPC158551
Remote Similarity	0.6729	NPC195636
Remote Similarity	0.6728	NPC148124
Remote Similarity	0.672	NPC24954
Remote Similarity	0.6716	NPC226708
Remote Similarity	0.6715	NPC41216
Remote Similarity	0.6714	NPC477160
Remote Similarity	0.6714	NPC290227
Remote Similarity	0.6705	NPC99078
Remote Similarity	0.6704	NPC908
Remote Similarity	0.6704	NPC138438
Remote Similarity	0.6699	NPC478075
Remote Similarity	0.6685	NPC469978
Remote Similarity	0.6685	NPC478189
Remote Similarity	0.6684	NPC164608
Remote Similarity	0.6684	NPC471652
Remote Similarity	0.6684	NPC190461
Remote Similarity	0.6684	NPC475393
Remote Similarity	0.6682	NPC99724
Remote Similarity	0.6682	NPC240684
Remote Similarity	0.6667	NPC102760
Remote Similarity	0.6667	NPC476567
Remote Similarity	0.6667	NPC471316
Remote Similarity	0.6667	NPC128019
Remote Similarity	0.6667	NPC1820
Remote Similarity	0.6667	NPC470707
Remote Similarity	0.6667	NPC136860
Remote Similarity	0.6667	NPC122886
Remote Similarity	0.6667	NPC236668
Remote Similarity	0.6667	NPC220923
Remote Similarity	0.6667	NPC194359
Remote Similarity	0.6667	NPC28641
Remote Similarity	0.6651	NPC295479
Remote Similarity	0.6651	NPC220241
Remote Similarity	0.665	NPC471650
Remote Similarity	0.665	NPC127178
Remote Similarity	0.6649	NPC227683
Remote Similarity	0.6649	NPC306669
Remote Similarity	0.6649	NPC231198
Remote Similarity	0.6648	NPC205178
Remote Similarity	0.6648	NPC73883
Remote Similarity	0.6648	NPC277042
Remote Similarity	0.6648	NPC251454
Remote Similarity	0.6648	NPC196609
Remote Similarity	0.6648	NPC136330
Remote Similarity	0.6648	NPC255817
Remote Similarity	0.6648	NPC180647
Remote Similarity	0.6648	NPC230698
Remote Similarity	0.6647	NPC160193
Remote Similarity	0.6636	NPC476069
Remote Similarity	0.6636	NPC146976
Remote Similarity	0.6636	NPC318525
Remote Similarity	0.6636	NPC476436
Remote Similarity	0.6636	NPC10653
Remote Similarity	0.6633	NPC70092
Remote Similarity	0.6633	NPC35680
Remote Similarity	0.6631	NPC93593
Remote Similarity	0.663	NPC294249
Remote Similarity	0.663	NPC469539
Remote Similarity	0.663	NPC469540
Remote Similarity	0.6623	NPC113455
Remote Similarity	0.6622	NPC470017
Remote Similarity	0.6617	NPC45389
Remote Similarity	0.6612	NPC476144
Remote Similarity	0.6612	NPC51957
Remote Similarity	0.6612	NPC210437
Remote Similarity	0.6612	NPC16107
Remote Similarity	0.6612	NPC106295
Remote Similarity	0.661	NPC231884

Drug Structure

NPD4084 OpenBabel08211704332D 30 31 0 0 0 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 0.8660 -1.5000 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -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 -2.5981 -0.5000 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 -5.1962 -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 -0.5000 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 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 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 -0.0000 -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 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 11 1 0 0 0 0 3 12 1 0 0 0 0 4 9 2 0 0 0 0 4 15 1 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 15 1 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 21 1 0 0 0 0 14 15 2 0 0 0 0 14 19 1 0 0 0 0 16 20 1 0 0 0 0 17 23 1 0 0 0 0 18 19 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 20 22 1 0 0 0 0 20 24 2 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 23 25 2 0 0 0 0 23 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015899
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	387.18
ALogP	-0.4963
MLogP	2.78
XLogP	3.427
HDA	3
HBD	2
Rotatable Bonds	15
TPSA	102.73
RO5 Violation	1