NPASS drugs

Drug Information

Drug ID:	NPD5005
Drug Name:
Molecular Formula:	C22H23NO7
Canonical SMILES:	COc1ccc2c(c1OC)C(=O)OC2C1N(C)CCc2c1c(OC)c1c(c2)OCO1
Standard InCHI:	InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3
Standard InCHIKey:	AKNNEGZIBPJZJG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5005

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	257
0.1-0.2	1204
0.2-0.3	3106
0.3-0.4	7754
0.4-0.5	4924
0.5-0.6	5406
0.6-0.7	7207
0.7-0.8	973
0.8-0.85	33
0.85-0.9	11
0.9-0.95	1
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	NPC119818
High Similarity	1.0	NPC202771
High Similarity	1.0	NPC2173
High Similarity	1.0	NPC328700
High Similarity	0.9777	NPC70290
High Similarity	0.9777	NPC14622
High Similarity	0.9777	NPC46744
High Similarity	0.9777	NPC124302
High Similarity	0.9777	NPC215098
High Similarity	0.9777	NPC73020
High Similarity	0.9669	NPC120671
High Similarity	0.9669	NPC314100
High Similarity	0.9669	NPC226652
High Similarity	0.9669	NPC72788
High Similarity	0.9071	NPC226708
High Similarity	0.884	NPC27887
High Similarity	0.8802	NPC80472
High Similarity	0.8723	NPC125924
High Similarity	0.867	NPC469816
High Similarity	0.867	NPC469815
High Similarity	0.8656	NPC141440
High Similarity	0.8656	NPC208890
High Similarity	0.8646	NPC286135
High Similarity	0.8624	NPC477258
High Similarity	0.8602	NPC477259
High Similarity	0.8602	NPC169387
Intermediate Similarity	0.8466	NPC63152
Intermediate Similarity	0.8457	NPC166979
Intermediate Similarity	0.8306	NPC75958
Intermediate Similarity	0.8291	NPC46990
Intermediate Similarity	0.829	NPC24228
Intermediate Similarity	0.8254	NPC18306
Intermediate Similarity	0.8242	NPC474858
Intermediate Similarity	0.8238	NPC33256
Intermediate Similarity	0.8235	NPC244554
Intermediate Similarity	0.8226	NPC222524
Intermediate Similarity	0.8216	NPC329992
Intermediate Similarity	0.8207	NPC474708
Intermediate Similarity	0.8201	NPC83511
Intermediate Similarity	0.8201	NPC116007
Intermediate Similarity	0.8172	NPC308267
Intermediate Similarity	0.8152	NPC475845
Intermediate Similarity	0.8144	NPC470646
Intermediate Similarity	0.8135	NPC94499
Intermediate Similarity	0.8128	NPC35680
Intermediate Similarity	0.8128	NPC474470
Intermediate Similarity	0.8112	NPC207239
Intermediate Similarity	0.8105	NPC474746
Intermediate Similarity	0.8105	NPC475981
Intermediate Similarity	0.8098	NPC474324
Intermediate Similarity	0.8098	NPC57812
Intermediate Similarity	0.8066	NPC301897
Intermediate Similarity	0.8065	NPC303581
Intermediate Similarity	0.8065	NPC67978
Intermediate Similarity	0.8061	NPC83019
Intermediate Similarity	0.8021	NPC230098
Intermediate Similarity	0.8021	NPC2314
Intermediate Similarity	0.801	NPC204580
Intermediate Similarity	0.8	NPC473562
Intermediate Similarity	0.7979	NPC237579
Intermediate Similarity	0.7969	NPC9867
Intermediate Similarity	0.7968	NPC65403
Intermediate Similarity	0.7957	NPC86469
Intermediate Similarity	0.7947	NPC474745
Intermediate Similarity	0.7923	NPC26353
Intermediate Similarity	0.7895	NPC329816
Intermediate Similarity	0.7895	NPC474325
Intermediate Similarity	0.7892	NPC180306
Intermediate Similarity	0.7892	NPC247972
Intermediate Similarity	0.7884	NPC304675
Intermediate Similarity	0.7872	NPC470739
Intermediate Similarity	0.7872	NPC225597
Intermediate Similarity	0.7872	NPC19520
Intermediate Similarity	0.7872	NPC149090
Intermediate Similarity	0.7872	NPC477640
Intermediate Similarity	0.7865	NPC73492
Intermediate Similarity	0.7865	NPC299990
Intermediate Similarity	0.7861	NPC82533
Intermediate Similarity	0.7861	NPC158148
Intermediate Similarity	0.7861	NPC290759
Intermediate Similarity	0.7861	NPC266176
Intermediate Similarity	0.7857	NPC234392
Intermediate Similarity	0.7857	NPC31311
Intermediate Similarity	0.7842	NPC237044
Intermediate Similarity	0.7835	NPC214116
Intermediate Similarity	0.7835	NPC162694
Intermediate Similarity	0.7822	NPC268077
Intermediate Similarity	0.7819	NPC474475
Intermediate Similarity	0.7806	NPC473716
Intermediate Similarity	0.7806	NPC475597
Intermediate Similarity	0.7804	NPC315914
Intermediate Similarity	0.7802	NPC41178
Intermediate Similarity	0.7802	NPC138487
Intermediate Similarity	0.7802	NPC216459
Intermediate Similarity	0.7801	NPC148693
Intermediate Similarity	0.7801	NPC121400
Intermediate Similarity	0.7801	NPC118633
Intermediate Similarity	0.7801	NPC294790
Intermediate Similarity	0.7799	NPC195120
Intermediate Similarity	0.7799	NPC87560
Intermediate Similarity	0.7772	NPC329640
Intermediate Similarity	0.7772	NPC207971
Intermediate Similarity	0.7766	NPC58766
Intermediate Similarity	0.7766	NPC475686
Intermediate Similarity	0.7765	NPC37144
Intermediate Similarity	0.7765	NPC59907
Intermediate Similarity	0.7765	NPC475959
Intermediate Similarity	0.776	NPC146288
Intermediate Similarity	0.7749	NPC241704
Intermediate Similarity	0.7742	NPC218614
Intermediate Similarity	0.7742	NPC78944
Intermediate Similarity	0.7732	NPC156576
Intermediate Similarity	0.7727	NPC304837
Intermediate Similarity	0.7727	NPC476258
Intermediate Similarity	0.7725	NPC157983
Intermediate Similarity	0.7725	NPC118154
Intermediate Similarity	0.772	NPC32413
Intermediate Similarity	0.772	NPC474506
Intermediate Similarity	0.7713	NPC210918
Intermediate Similarity	0.7713	NPC247389
Intermediate Similarity	0.7711	NPC474427
Intermediate Similarity	0.7708	NPC15919
Intermediate Similarity	0.7705	NPC78733
Intermediate Similarity	0.7701	NPC191352
Intermediate Similarity	0.7701	NPC258322
Intermediate Similarity	0.7701	NPC231198
Intermediate Similarity	0.7696	NPC187678
Intermediate Similarity	0.7696	NPC475768
Intermediate Similarity	0.7692	NPC233029
Intermediate Similarity	0.7692	NPC210148
Intermediate Similarity	0.7688	NPC153631
Intermediate Similarity	0.7684	NPC227683
Intermediate Similarity	0.768	NPC248642
Intermediate Similarity	0.768	NPC102760
Intermediate Similarity	0.7668	NPC220961
Intermediate Similarity	0.7668	NPC258695
Intermediate Similarity	0.7668	NPC32154
Intermediate Similarity	0.7668	NPC470879
Intermediate Similarity	0.7667	NPC478046
Intermediate Similarity	0.7667	NPC180210
Intermediate Similarity	0.7667	NPC328856
Intermediate Similarity	0.7667	NPC314914
Intermediate Similarity	0.7667	NPC321226
Intermediate Similarity	0.7667	NPC478047
Intermediate Similarity	0.7665	NPC281581
Intermediate Similarity	0.766	NPC219341
Intermediate Similarity	0.766	NPC476432
Intermediate Similarity	0.766	NPC24264
Intermediate Similarity	0.7658	NPC113455
Intermediate Similarity	0.765	NPC475713
Intermediate Similarity	0.765	NPC474432
Intermediate Similarity	0.7632	NPC311991
Intermediate Similarity	0.763	NPC284236
Intermediate Similarity	0.763	NPC316368
Intermediate Similarity	0.7626	NPC319549
Intermediate Similarity	0.7619	NPC38964
Intermediate Similarity	0.7619	NPC252960
Intermediate Similarity	0.7619	NPC478048
Intermediate Similarity	0.7619	NPC284842
Intermediate Similarity	0.7619	NPC100566
Intermediate Similarity	0.7617	NPC327005
Intermediate Similarity	0.7617	NPC23219
Intermediate Similarity	0.7615	NPC476429
Intermediate Similarity	0.7606	NPC15212
Intermediate Similarity	0.7606	NPC302527
Intermediate Similarity	0.7606	NPC167546
Intermediate Similarity	0.7606	NPC16805
Intermediate Similarity	0.7606	NPC225774
Intermediate Similarity	0.7596	NPC148898
Intermediate Similarity	0.7594	NPC474043
Intermediate Similarity	0.7588	NPC24260
Intermediate Similarity	0.7588	NPC117717
Intermediate Similarity	0.7582	NPC223125
Intermediate Similarity	0.7581	NPC239113
Intermediate Similarity	0.7581	NPC155063
Intermediate Similarity	0.7581	NPC477080
Intermediate Similarity	0.7581	NPC115123
Intermediate Similarity	0.7579	NPC83198
Intermediate Similarity	0.7579	NPC204908
Intermediate Similarity	0.7577	NPC126284
Intermediate Similarity	0.7577	NPC267408
Intermediate Similarity	0.7576	NPC470642
Intermediate Similarity	0.7576	NPC82763
Intermediate Similarity	0.7574	NPC267414
Intermediate Similarity	0.7568	NPC348849
Intermediate Similarity	0.7568	NPC178195
Intermediate Similarity	0.7566	NPC61141
Intermediate Similarity	0.7566	NPC13916
Intermediate Similarity	0.7566	NPC264850
Intermediate Similarity	0.7566	NPC329717
Intermediate Similarity	0.7565	NPC112575
Intermediate Similarity	0.7563	NPC474009
Intermediate Similarity	0.7562	NPC66909
Intermediate Similarity	0.7559	NPC170101
Intermediate Similarity	0.7556	NPC120239
Intermediate Similarity	0.7554	NPC473732
Intermediate Similarity	0.7554	NPC104353
Intermediate Similarity	0.7553	NPC320104
Intermediate Similarity	0.7552	NPC232386
Intermediate Similarity	0.7552	NPC152680

Drug Structure

NPD5005 OpenBabel08211706322D 30 34 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 0.9706 1.5055 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 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 -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 1.8366 -0.9945 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 3 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 3 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 2.7026 0.5055 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 -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 0.9706 0.5055 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 23 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 27 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 23 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 28 1 0 0 0 0 10 29 1 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 13 25 1 0 0 0 0 14 20 2 0 0 0 0 14 28 1 0 0 0 0 15 17 1 0 0 0 0 15 21 2 0 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 30 1 0 0 0 0 19 26 1 0 0 0 0 20 21 1 0 0 0 0 20 29 1 0 0 0 0 21 27 1 0 0 0 0 22 24 2 0 0 0 0 22 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001674
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4544
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.15
ALogP	-0.2673
MLogP	3
XLogP	2.133
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	75.69
RO5 Violation	0