NPASS drugs

Drug Information

Drug ID:	NPD4420
Drug Name:
Molecular Formula:	C21H21NO6
Canonical SMILES:	COc1c(OC)ccc2c1C(=O)O[C@@H]2[C@@H]1N(C)CCc2c1cc1OCOc1c2
Standard InCHI:	InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19+/m1/s1
Standard InCHIKey:	JZUTXVTYJDCMDU-MOPGFXCFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4420

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	242
0.1-0.2	1159
0.2-0.3	2894
0.3-0.4	7430
0.4-0.5	5290
0.5-0.6	5694
0.6-0.7	7318
0.7-0.8	805
0.8-0.85	33
0.85-0.9	9
0.9-0.95	2
0.95-1	14

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
High Similarity	1.0	NPC46744
High Similarity	1.0	NPC215098
High Similarity	1.0	NPC124302
High Similarity	1.0	NPC73020
High Similarity	1.0	NPC70290
High Similarity	1.0	NPC14622
High Similarity	0.9887	NPC314100
High Similarity	0.9887	NPC120671
High Similarity	0.9887	NPC72788
High Similarity	0.9887	NPC226652
High Similarity	0.9777	NPC2173
High Similarity	0.9777	NPC328700
High Similarity	0.9777	NPC202771
High Similarity	0.9777	NPC119818
High Similarity	0.9274	NPC226708
High Similarity	0.904	NPC27887
High Similarity	0.8913	NPC125924
High Similarity	0.8859	NPC469816
High Similarity	0.8859	NPC469815
High Similarity	0.8743	NPC141440
High Similarity	0.871	NPC477258
High Similarity	0.8689	NPC169387
High Similarity	0.8689	NPC477259
High Similarity	0.8594	NPC80472
High Similarity	0.8541	NPC166979
Intermediate Similarity	0.8441	NPC208890
Intermediate Similarity	0.8438	NPC286135
Intermediate Similarity	0.8368	NPC24228
Intermediate Similarity	0.8316	NPC33256
Intermediate Similarity	0.8306	NPC222524
Intermediate Similarity	0.8287	NPC474708
Intermediate Similarity	0.8281	NPC207239
Intermediate Similarity	0.828	NPC83511
Intermediate Similarity	0.828	NPC116007
Intermediate Similarity	0.8254	NPC63152
Intermediate Similarity	0.8251	NPC308267
Intermediate Similarity	0.8232	NPC475845
Intermediate Similarity	0.8211	NPC94499
Intermediate Similarity	0.8207	NPC35680
Intermediate Similarity	0.8207	NPC474470
Intermediate Similarity	0.8182	NPC46990
Intermediate Similarity	0.8182	NPC474746
Intermediate Similarity	0.8182	NPC475981
Intermediate Similarity	0.8177	NPC474324
Intermediate Similarity	0.8177	NPC57812
Intermediate Similarity	0.8148	NPC237579
Intermediate Similarity	0.8142	NPC67978
Intermediate Similarity	0.8142	NPC303581
Intermediate Similarity	0.8138	NPC18306
Intermediate Similarity	0.8132	NPC86469
Intermediate Similarity	0.8098	NPC2314
Intermediate Similarity	0.8095	NPC230098
Intermediate Similarity	0.8087	NPC75958
Intermediate Similarity	0.8031	NPC470646
Intermediate Similarity	0.8022	NPC474858
Intermediate Similarity	0.8021	NPC244554
Intermediate Similarity	0.8021	NPC474745
Intermediate Similarity	0.8	NPC329992
Intermediate Similarity	0.7968	NPC474325
Intermediate Similarity	0.7967	NPC247972
Intermediate Similarity	0.7957	NPC304675
Intermediate Similarity	0.7949	NPC83019
Intermediate Similarity	0.7946	NPC225597
Intermediate Similarity	0.7946	NPC65403
Intermediate Similarity	0.7946	NPC477640
Intermediate Similarity	0.7946	NPC470739
Intermediate Similarity	0.7944	NPC301897
Intermediate Similarity	0.7943	NPC475959
Intermediate Similarity	0.7935	NPC290759
Intermediate Similarity	0.7935	NPC158148
Intermediate Similarity	0.7935	NPC266176
Intermediate Similarity	0.7935	NPC82533
Intermediate Similarity	0.7933	NPC31311
Intermediate Similarity	0.7933	NPC234392
Intermediate Similarity	0.7929	NPC207971
Intermediate Similarity	0.7914	NPC237044
Intermediate Similarity	0.7912	NPC78944
Intermediate Similarity	0.7906	NPC162694
Intermediate Similarity	0.7897	NPC204580
Intermediate Similarity	0.7895	NPC156576
Intermediate Similarity	0.7892	NPC474475
Intermediate Similarity	0.7889	NPC268077
Intermediate Similarity	0.788	NPC210918
Intermediate Similarity	0.788	NPC247389
Intermediate Similarity	0.7877	NPC41178
Intermediate Similarity	0.7877	NPC216459
Intermediate Similarity	0.7877	NPC138487
Intermediate Similarity	0.7872	NPC294790
Intermediate Similarity	0.7872	NPC118633
Intermediate Similarity	0.7872	NPC121400
Intermediate Similarity	0.7872	NPC148693
Intermediate Similarity	0.7865	NPC233029
Intermediate Similarity	0.7865	NPC210148
Intermediate Similarity	0.7849	NPC227683
Intermediate Similarity	0.7842	NPC248642
Intermediate Similarity	0.7838	NPC58766
Intermediate Similarity	0.7838	NPC475686
Intermediate Similarity	0.7833	NPC146288
Intermediate Similarity	0.7831	NPC220961
Intermediate Similarity	0.7826	NPC476432
Intermediate Similarity	0.7826	NPC24264
Intermediate Similarity	0.7826	NPC219341
Intermediate Similarity	0.7819	NPC241704
Intermediate Similarity	0.7816	NPC314914
Intermediate Similarity	0.7816	NPC478046
Intermediate Similarity	0.7816	NPC321226
Intermediate Similarity	0.7816	NPC328856
Intermediate Similarity	0.7816	NPC478047
Intermediate Similarity	0.7816	NPC180210
Intermediate Similarity	0.7814	NPC218614
Intermediate Similarity	0.7789	NPC473562
Intermediate Similarity	0.7784	NPC284842
Intermediate Similarity	0.7778	NPC284236
Intermediate Similarity	0.7778	NPC316368
Intermediate Similarity	0.7778	NPC78733
Intermediate Similarity	0.7778	NPC474427
Intermediate Similarity	0.7772	NPC225774
Intermediate Similarity	0.7772	NPC15212
Intermediate Similarity	0.7772	NPC16805
Intermediate Similarity	0.7772	NPC231198
Intermediate Similarity	0.7772	NPC302527
Intermediate Similarity	0.7772	NPC167546
Intermediate Similarity	0.7767	NPC478048
Intermediate Similarity	0.776	NPC9867
Intermediate Similarity	0.776	NPC153631
Intermediate Similarity	0.7754	NPC19520
Intermediate Similarity	0.7754	NPC149090
Intermediate Similarity	0.7753	NPC223125
Intermediate Similarity	0.7749	NPC102760
Intermediate Similarity	0.7747	NPC239113
Intermediate Similarity	0.7747	NPC477080
Intermediate Similarity	0.7747	NPC115123
Intermediate Similarity	0.7737	NPC126284
Intermediate Similarity	0.7737	NPC267408
Intermediate Similarity	0.7737	NPC32154
Intermediate Similarity	0.7727	NPC267414
Intermediate Similarity	0.772	NPC214116
Intermediate Similarity	0.7716	NPC474432
Intermediate Similarity	0.7716	NPC475713
Intermediate Similarity	0.7705	NPC26353
Intermediate Similarity	0.7703	NPC170101
Intermediate Similarity	0.7701	NPC311991
Intermediate Similarity	0.7692	NPC319549
Intermediate Similarity	0.7688	NPC100566
Intermediate Similarity	0.7688	NPC252960
Intermediate Similarity	0.7685	NPC476220
Intermediate Similarity	0.7685	NPC160113
Intermediate Similarity	0.7684	NPC329816
Intermediate Similarity	0.7684	NPC15919
Intermediate Similarity	0.7677	NPC71124
Intermediate Similarity	0.7676	NPC180306
Intermediate Similarity	0.7672	NPC187678
Intermediate Similarity	0.7667	NPC148898
Intermediate Similarity	0.7667	NPC223124
Intermediate Similarity	0.7656	NPC73492
Intermediate Similarity	0.7656	NPC299990
Intermediate Similarity	0.765	NPC154922
Intermediate Similarity	0.7626	NPC476258
Intermediate Similarity	0.7626	NPC304837
Intermediate Similarity	0.7626	NPC66909
Intermediate Similarity	0.7622	NPC320104
Intermediate Similarity	0.7617	NPC315914
Intermediate Similarity	0.7609	NPC232924
Intermediate Similarity	0.7609	NPC306902
Intermediate Similarity	0.7609	NPC160298
Intermediate Similarity	0.7609	NPC477559
Intermediate Similarity	0.7609	NPC266753
Intermediate Similarity	0.7609	NPC19600
Intermediate Similarity	0.7608	NPC195120
Intermediate Similarity	0.7608	NPC87560
Intermediate Similarity	0.7606	NPC471923
Intermediate Similarity	0.7604	NPC474506
Intermediate Similarity	0.7604	NPC32413
Intermediate Similarity	0.7602	NPC473716
Intermediate Similarity	0.7602	NPC475597
Intermediate Similarity	0.7594	NPC181653
Intermediate Similarity	0.7594	NPC190332
Intermediate Similarity	0.7592	NPC320223
Intermediate Similarity	0.7592	NPC114364
Intermediate Similarity	0.7582	NPC93593
Intermediate Similarity	0.7582	NPC308555
Intermediate Similarity	0.7581	NPC258322
Intermediate Similarity	0.7581	NPC238530
Intermediate Similarity	0.7581	NPC232514
Intermediate Similarity	0.7581	NPC276944
Intermediate Similarity	0.7581	NPC191352
Intermediate Similarity	0.7577	NPC214629
Intermediate Similarity	0.7566	NPC475453
Intermediate Similarity	0.7566	NPC473531
Intermediate Similarity	0.7565	NPC275132
Intermediate Similarity	0.7563	NPC254957
Intermediate Similarity	0.7557	NPC113455
Intermediate Similarity	0.7554	NPC329640
Intermediate Similarity	0.7554	NPC106786
Intermediate Similarity	0.7553	NPC241055
Intermediate Similarity	0.7552	NPC149285
Intermediate Similarity	0.7552	NPC470879
Intermediate Similarity	0.7552	NPC258695
Intermediate Similarity	0.755	NPC5374
Intermediate Similarity	0.7543	NPC188163

Drug Structure

NPD4420 OpenBabel08211705262D 28 32 0 0 1 0 0 0 0 0999 V2000 0.1045 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4126 -1.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8164 0.8282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1180 -2.3523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0962 -2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9050 1.5882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7653 -1.8171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.4563 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7435 -2.0250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1254 -0.1229 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3118 0.6746 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9105 1.4836 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 22 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 11 1 0 0 0 0 7 22 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 16 1 0 0 0 0 10 26 1 0 0 0 0 10 27 1 0 0 0 0 11 13 1 0 0 0 0 12 17 2 0 0 0 0 14 20 2 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 26 1 0 0 0 0 16 27 1 0 0 0 0 17 20 1 0 0 0 0 17 21 1 0 0 0 0 18 13 1 1 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 12 1 6 0 0 0 19 28 1 0 0 0 0 20 25 1 0 0 0 0 21 23 2 0 0 0 0 21 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001604
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	197835
ChEBI
CAS Number

Drug Properties

Molecular Weight	383.14
ALogP	-0.2155
MLogP	3
XLogP	2.577
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	66.46
RO5 Violation	0