NPASS drugs

Drug Information

Drug ID:	NPD6371
Drug Name:	Ingenol Mebutate
Molecular Formula:	C25H34O6
Canonical SMILES:	C/C=C(C(=O)O[C@H]1C(=C[C@]23[C@]1(O)[C@H](O)C(=C[C@H](C3=O)[C@H]1[C@@H](C[C@H]2C)C1(C)C)CO)C)/C
Standard InCHI:	InChI=1S/C25H34O6/c1-7-12(2)22(29)31-21-13(3)10-24-14(4)8-17-18(23(17,5)6)16(20(24)28)9-15(11-26)19(27)25(21,24)30/h7,9-10,14,16-19,21,26-27,30H,8,11H2,1-6H3/b12-7-/t14-,16+,17-,18+,19-,21+,24+,25+/m1/s1
Standard InCHIKey:	VDJHFHXMUKFKET-WDUFCVPESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6371

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	171
0.1-0.2	923
0.2-0.3	3085
0.3-0.4	5326
0.4-0.5	10612
0.5-0.6	5258
0.6-0.7	4178
0.7-0.8	1240
0.8-0.85	75
0.85-0.9	7
0.9-0.95	2
0.95-1	13

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	NPC257240
High Similarity	0.9712	NPC46269
High Similarity	0.9712	NPC106395
High Similarity	0.9706	NPC477102
High Similarity	0.9619	NPC133677
High Similarity	0.9619	NPC67290
High Similarity	0.9619	NPC138303
High Similarity	0.9615	NPC76550
High Similarity	0.9615	NPC138757
High Similarity	0.9615	NPC123855
High Similarity	0.9612	NPC477103
High Similarity	0.9608	NPC308191
High Similarity	0.9604	NPC179891
High Similarity	0.9333	NPC287311
High Similarity	0.9327	NPC47951
High Similarity	0.8857	NPC475661
High Similarity	0.8857	NPC473488
High Similarity	0.8774	NPC473911
High Similarity	0.8713	NPC261341
High Similarity	0.8585	NPC203659
High Similarity	0.8585	NPC100487
High Similarity	0.8505	NPC243998
Intermediate Similarity	0.8491	NPC110989
Intermediate Similarity	0.8426	NPC26617
Intermediate Similarity	0.8421	NPC477092
Intermediate Similarity	0.8396	NPC225353
Intermediate Similarity	0.8396	NPC86077
Intermediate Similarity	0.8333	NPC475401
Intermediate Similarity	0.8333	NPC223450
Intermediate Similarity	0.8319	NPC234858
Intermediate Similarity	0.8319	NPC471127
Intermediate Similarity	0.8319	NPC154363
Intermediate Similarity	0.8318	NPC475871
Intermediate Similarity	0.8318	NPC475945
Intermediate Similarity	0.8302	NPC150923
Intermediate Similarity	0.8291	NPC472399
Intermediate Similarity	0.8246	NPC10721
Intermediate Similarity	0.8246	NPC475305
Intermediate Similarity	0.8241	NPC474741
Intermediate Similarity	0.823	NPC472400
Intermediate Similarity	0.8224	NPC474747
Intermediate Similarity	0.819	NPC477949
Intermediate Similarity	0.819	NPC157252
Intermediate Similarity	0.819	NPC145182
Intermediate Similarity	0.819	NPC471128
Intermediate Similarity	0.819	NPC471126
Intermediate Similarity	0.819	NPC475885
Intermediate Similarity	0.8174	NPC124676
Intermediate Similarity	0.8174	NPC146280
Intermediate Similarity	0.8173	NPC304886
Intermediate Similarity	0.8148	NPC472755
Intermediate Similarity	0.8142	NPC472757
Intermediate Similarity	0.8142	NPC71889
Intermediate Similarity	0.8131	NPC171759
Intermediate Similarity	0.8131	NPC474742
Intermediate Similarity	0.812	NPC52839
Intermediate Similarity	0.812	NPC472401
Intermediate Similarity	0.8113	NPC141191
Intermediate Similarity	0.8103	NPC236918
Intermediate Similarity	0.8103	NPC156745
Intermediate Similarity	0.8087	NPC156252
Intermediate Similarity	0.8087	NPC475323
Intermediate Similarity	0.8077	NPC470013
Intermediate Similarity	0.8077	NPC470010
Intermediate Similarity	0.8077	NPC477131
Intermediate Similarity	0.8077	NPC167219
Intermediate Similarity	0.8077	NPC323008
Intermediate Similarity	0.8077	NPC198853
Intermediate Similarity	0.8077	NPC262133
Intermediate Similarity	0.807	NPC474872
Intermediate Similarity	0.8058	NPC476705
Intermediate Similarity	0.8051	NPC162009
Intermediate Similarity	0.8051	NPC257017
Intermediate Similarity	0.8051	NPC19464
Intermediate Similarity	0.8037	NPC288876
Intermediate Similarity	0.8034	NPC329080
Intermediate Similarity	0.8034	NPC472759
Intermediate Similarity	0.8019	NPC170143
Intermediate Similarity	0.8019	NPC311904
Intermediate Similarity	0.8019	NPC108475
Intermediate Similarity	0.8019	NPC161493
Intermediate Similarity	0.8019	NPC169205
Intermediate Similarity	0.8019	NPC213947
Intermediate Similarity	0.8017	NPC171905
Intermediate Similarity	0.8017	NPC471125
Intermediate Similarity	0.8017	NPC472397
Intermediate Similarity	0.8017	NPC472758
Intermediate Similarity	0.8017	NPC236999
Intermediate Similarity	0.8017	NPC288679
Intermediate Similarity	0.8	NPC14961
Intermediate Similarity	0.8	NPC67584
Intermediate Similarity	0.8	NPC270013
Intermediate Similarity	0.8	NPC52044
Intermediate Similarity	0.8	NPC220221
Intermediate Similarity	0.8	NPC54737
Intermediate Similarity	0.8	NPC469873
Intermediate Similarity	0.8	NPC36954
Intermediate Similarity	0.7982	NPC124881
Intermediate Similarity	0.7981	NPC475912
Intermediate Similarity	0.7966	NPC470829
Intermediate Similarity	0.7966	NPC473228
Intermediate Similarity	0.7965	NPC475937
Intermediate Similarity	0.7965	NPC260786
Intermediate Similarity	0.7965	NPC96739
Intermediate Similarity	0.7965	NPC475495
Intermediate Similarity	0.7965	NPC317107
Intermediate Similarity	0.7965	NPC174471
Intermediate Similarity	0.7965	NPC474871
Intermediate Similarity	0.7965	NPC158523
Intermediate Similarity	0.7963	NPC472753
Intermediate Similarity	0.7963	NPC477950
Intermediate Similarity	0.7963	NPC474339
Intermediate Similarity	0.7963	NPC164598
Intermediate Similarity	0.7961	NPC473448
Intermediate Similarity	0.7949	NPC5991
Intermediate Similarity	0.7949	NPC5989
Intermediate Similarity	0.7949	NPC255081
Intermediate Similarity	0.7949	NPC471108
Intermediate Similarity	0.7949	NPC22628
Intermediate Similarity	0.7949	NPC275696
Intermediate Similarity	0.7946	NPC273433
Intermediate Similarity	0.7944	NPC221615
Intermediate Similarity	0.7931	NPC471145
Intermediate Similarity	0.7931	NPC471146
Intermediate Similarity	0.7925	NPC230800
Intermediate Similarity	0.7925	NPC213078
Intermediate Similarity	0.7925	NPC18019
Intermediate Similarity	0.7925	NPC24956
Intermediate Similarity	0.7925	NPC185553
Intermediate Similarity	0.7925	NPC279621
Intermediate Similarity	0.7925	NPC476315
Intermediate Similarity	0.7917	NPC473709
Intermediate Similarity	0.7917	NPC473919
Intermediate Similarity	0.7917	NPC144625
Intermediate Similarity	0.7917	NPC145238
Intermediate Similarity	0.7909	NPC472756
Intermediate Similarity	0.7909	NPC220964
Intermediate Similarity	0.7909	NPC475676
Intermediate Similarity	0.7909	NPC146731
Intermediate Similarity	0.7909	NPC309190
Intermediate Similarity	0.7909	NPC296950
Intermediate Similarity	0.7905	NPC65829
Intermediate Similarity	0.7905	NPC474035
Intermediate Similarity	0.7905	NPC81386
Intermediate Similarity	0.7895	NPC477093
Intermediate Similarity	0.7895	NPC215643
Intermediate Similarity	0.7895	NPC17138
Intermediate Similarity	0.7895	NPC475391
Intermediate Similarity	0.7895	NPC317687
Intermediate Similarity	0.7895	NPC265499
Intermediate Similarity	0.7895	NPC89227
Intermediate Similarity	0.7895	NPC473522
Intermediate Similarity	0.7895	NPC35069
Intermediate Similarity	0.7895	NPC475277
Intermediate Similarity	0.7895	NPC101825
Intermediate Similarity	0.7895	NPC170212
Intermediate Similarity	0.7895	NPC151216
Intermediate Similarity	0.7895	NPC258711
Intermediate Similarity	0.7895	NPC221511
Intermediate Similarity	0.789	NPC472754
Intermediate Similarity	0.789	NPC118405
Intermediate Similarity	0.7885	NPC30515
Intermediate Similarity	0.7885	NPC184463
Intermediate Similarity	0.7885	NPC131209
Intermediate Similarity	0.7885	NPC133698
Intermediate Similarity	0.7881	NPC19336
Intermediate Similarity	0.7881	NPC185876
Intermediate Similarity	0.7876	NPC153036
Intermediate Similarity	0.787	NPC280963
Intermediate Similarity	0.787	NPC70865
Intermediate Similarity	0.7863	NPC472760
Intermediate Similarity	0.7863	NPC475372
Intermediate Similarity	0.7857	NPC14862
Intermediate Similarity	0.7857	NPC233379
Intermediate Similarity	0.7857	NPC474664
Intermediate Similarity	0.7851	NPC222307
Intermediate Similarity	0.785	NPC474313
Intermediate Similarity	0.785	NPC40812
Intermediate Similarity	0.7833	NPC129992
Intermediate Similarity	0.7833	NPC473802
Intermediate Similarity	0.783	NPC213698
Intermediate Similarity	0.783	NPC193645
Intermediate Similarity	0.783	NPC275960
Intermediate Similarity	0.783	NPC90121
Intermediate Similarity	0.783	NPC475900
Intermediate Similarity	0.783	NPC170120
Intermediate Similarity	0.783	NPC48803
Intermediate Similarity	0.7826	NPC474937
Intermediate Similarity	0.7826	NPC209058
Intermediate Similarity	0.7818	NPC4620
Intermediate Similarity	0.7818	NPC474165
Intermediate Similarity	0.7818	NPC69171
Intermediate Similarity	0.7818	NPC475873
Intermediate Similarity	0.7815	NPC67569
Intermediate Similarity	0.7815	NPC46570
Intermediate Similarity	0.781	NPC212486
Intermediate Similarity	0.781	NPC469645
Intermediate Similarity	0.781	NPC125674
Intermediate Similarity	0.781	NPC469692
Intermediate Similarity	0.781	NPC475838

Drug Structure

NPD6371 OpenBabel08211709092D 34 37 0 0 1 0 0 0 0 0999 V2000 -3.6514 1.3619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9932 -0.9174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1257 1.5989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4732 1.9917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0188 0.5249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9184 -0.3661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6983 0.4664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8414 1.3329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1425 -1.1425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1694 1.0696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1301 -1.9710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9463 -0.0220 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4916 0.9649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9503 1.2325 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.4732 -1.1425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6158 -0.6693 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4754 0.6988 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3750 -0.1922 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.6693 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7694 -0.3731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5963 0.3038 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1473 0.3851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1969 0.1664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4732 0.4732 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6760 -2.6823 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8284 -1.0124 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4987 -1.6412 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1004 1.2806 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6980 -2.3634 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3953 -0.1032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3328 -3.5108 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9455 -1.9014 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5469 -2.0747 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 23 1 0 0 0 0 6 23 1 0 0 0 0 7 12 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 13 2 0 0 0 0 10 24 1 0 0 0 0 11 15 1 0 0 0 0 11 26 1 0 0 0 0 12 22 1 0 0 0 0 13 21 1 0 0 0 0 14 24 1 6 0 0 0 15 19 1 0 0 0 0 16 9 1 6 0 0 0 16 18 1 0 0 0 0 16 20 1 0 0 0 0 17 8 1 1 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 23 1 1 0 0 0 19 25 1 1 0 0 0 19 27 1 0 0 0 0 20 24 1 0 0 0 0 20 28 2 0 0 0 0 21 25 1 1 0 0 0 21 31 1 0 0 0 0 22 29 2 0 0 0 0 22 31 1 0 0 0 0 24 25 1 1 0 0 0 25 30 1 1 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001269; DNCL002789
DrugBank	DB05013
ChEMBL	CHEMBL1863513
IUPHAR/BPS	7443
PharmaGKB
KEGG Drug	D09393
PubChem CID	6918670
ChEBI	66913
CAS Number	75567-37-2

Drug Properties

Molecular Weight	430.24
ALogP	0.8605
MLogP	3.55
XLogP	3.215
HDA	6
HBD	3
Rotatable Bonds	13
TPSA	104.06
RO5 Violation	0