NPASS drugs

Drug Information

Drug ID:	NPD3022
Drug Name:	Masoprocol
Molecular Formula:	C18H22O4
Canonical SMILES:	C[C@H]([C@@H](Cc1ccc(c(c1)O)O)C)Cc1ccc(c(c1)O)O
Standard InCHI:	InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+
Standard InCHIKey:	HCZKYJDFEPMADG-TXEJJXNPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3022

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	179
0.1-0.2	1114
0.2-0.3	1994
0.3-0.4	8072
0.4-0.5	6036
0.5-0.6	5196
0.6-0.7	5688
0.7-0.8	2130
0.8-0.85	366
0.85-0.9	87
0.9-0.95	24
0.95-1	4

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	NPC254833
High Similarity	1.0	NPC228343
High Similarity	0.9604	NPC239291
High Similarity	0.9505	NPC471511
High Similarity	0.9346	NPC120280
High Similarity	0.9333	NPC79793
High Similarity	0.9333	NPC174096
High Similarity	0.9333	NPC120982
High Similarity	0.9333	NPC147634
High Similarity	0.9333	NPC226401
High Similarity	0.932	NPC477814
High Similarity	0.9245	NPC187583
High Similarity	0.9245	NPC257430
High Similarity	0.9245	NPC179002
High Similarity	0.9238	NPC55617
High Similarity	0.9238	NPC62258
High Similarity	0.9216	NPC196479
High Similarity	0.9208	NPC223393
High Similarity	0.9126	NPC120719
High Similarity	0.9065	NPC297657
High Similarity	0.9018	NPC117780
High Similarity	0.9018	NPC242885
High Similarity	0.9018	NPC227217
High Similarity	0.9018	NPC95614
High Similarity	0.9018	NPC232316
High Similarity	0.9018	NPC165133
High Similarity	0.9018	NPC56214
High Similarity	0.901	NPC109955
High Similarity	0.8962	NPC233835
High Similarity	0.8929	NPC281298
High Similarity	0.8929	NPC310338
High Similarity	0.8919	NPC200988
High Similarity	0.8919	NPC145023
High Similarity	0.8919	NPC175799
High Similarity	0.8919	NPC610
High Similarity	0.8911	NPC132271
High Similarity	0.8911	NPC82664
High Similarity	0.8911	NPC292730
High Similarity	0.8911	NPC473388
High Similarity	0.8911	NPC216520
High Similarity	0.8899	NPC471485
High Similarity	0.8889	NPC268032
High Similarity	0.886	NPC160380
High Similarity	0.886	NPC38996
High Similarity	0.885	NPC475245
High Similarity	0.8839	NPC86198
High Similarity	0.8839	NPC144343
High Similarity	0.8839	NPC470626
High Similarity	0.8812	NPC107522
High Similarity	0.8812	NPC26244
High Similarity	0.8812	NPC274678
High Similarity	0.8807	NPC471179
High Similarity	0.8785	NPC11554
High Similarity	0.8783	NPC85488
High Similarity	0.8762	NPC323810
High Similarity	0.8761	NPC70084
High Similarity	0.8761	NPC217174
High Similarity	0.8761	NPC109371
High Similarity	0.8761	NPC470215
High Similarity	0.8761	NPC470214
High Similarity	0.875	NPC293619
High Similarity	0.875	NPC277588
High Similarity	0.875	NPC16030
High Similarity	0.875	NPC110764
High Similarity	0.8739	NPC472893
High Similarity	0.8738	NPC92730
High Similarity	0.8713	NPC76938
High Similarity	0.8713	NPC151715
High Similarity	0.8707	NPC317769
High Similarity	0.8707	NPC280704
High Similarity	0.8707	NPC31344
High Similarity	0.8696	NPC237667
High Similarity	0.8661	NPC277394
High Similarity	0.8661	NPC299252
High Similarity	0.8661	NPC61062
High Similarity	0.8641	NPC225464
High Similarity	0.8636	NPC51698
High Similarity	0.8627	NPC32714
High Similarity	0.8611	NPC34864
High Similarity	0.8611	NPC58427
High Similarity	0.8611	NPC114392
High Similarity	0.8611	NPC105727
High Similarity	0.8609	NPC98305
High Similarity	0.8609	NPC24125
High Similarity	0.8609	NPC207613
High Similarity	0.8596	NPC191866
High Similarity	0.8585	NPC12278
High Similarity	0.8585	NPC52087
High Similarity	0.8584	NPC278652
High Similarity	0.8559	NPC29008
High Similarity	0.8559	NPC9067
High Similarity	0.8559	NPC317869
High Similarity	0.8559	NPC266705
High Similarity	0.8559	NPC228771
High Similarity	0.8559	NPC148627
High Similarity	0.8558	NPC131587
High Similarity	0.8547	NPC473451
High Similarity	0.8547	NPC53567
High Similarity	0.8534	NPC262156
High Similarity	0.8534	NPC324571
High Similarity	0.8534	NPC470212
High Similarity	0.8534	NPC39029
High Similarity	0.8534	NPC54872
High Similarity	0.8534	NPC343720
High Similarity	0.8534	NPC312675
High Similarity	0.8534	NPC473853
High Similarity	0.8534	NPC113865
High Similarity	0.8534	NPC184651
High Similarity	0.8522	NPC265454
High Similarity	0.8522	NPC34634
High Similarity	0.8519	NPC176527
High Similarity	0.8515	NPC45040
High Similarity	0.8515	NPC304541
High Similarity	0.8509	NPC474040
High Similarity	0.8505	NPC138942
Intermediate Similarity	0.8491	NPC168829
Intermediate Similarity	0.8487	NPC274356
Intermediate Similarity	0.8476	NPC294741
Intermediate Similarity	0.8475	NPC257682
Intermediate Similarity	0.8475	NPC146355
Intermediate Similarity	0.8475	NPC131747
Intermediate Similarity	0.8462	NPC32674
Intermediate Similarity	0.8455	NPC44732
Intermediate Similarity	0.8448	NPC470848
Intermediate Similarity	0.8448	NPC470849
Intermediate Similarity	0.8435	NPC141791
Intermediate Similarity	0.8435	NPC268572
Intermediate Similarity	0.8435	NPC263386
Intermediate Similarity	0.8435	NPC176893
Intermediate Similarity	0.8431	NPC162314
Intermediate Similarity	0.8431	NPC306884
Intermediate Similarity	0.8431	NPC94139
Intermediate Similarity	0.8431	NPC3358
Intermediate Similarity	0.8431	NPC210497
Intermediate Similarity	0.8431	NPC147284
Intermediate Similarity	0.8426	NPC271274
Intermediate Similarity	0.8421	NPC86947
Intermediate Similarity	0.8417	NPC165045
Intermediate Similarity	0.8417	NPC5428
Intermediate Similarity	0.8417	NPC118533
Intermediate Similarity	0.8417	NPC127587
Intermediate Similarity	0.8416	NPC192
Intermediate Similarity	0.8411	NPC79672
Intermediate Similarity	0.8411	NPC288411
Intermediate Similarity	0.8396	NPC12221
Intermediate Similarity	0.8396	NPC91461
Intermediate Similarity	0.8396	NPC7686
Intermediate Similarity	0.8396	NPC40258
Intermediate Similarity	0.8393	NPC165106
Intermediate Similarity	0.839	NPC471693
Intermediate Similarity	0.839	NPC136319
Intermediate Similarity	0.8381	NPC132078
Intermediate Similarity	0.8381	NPC216468
Intermediate Similarity	0.8381	NPC51333
Intermediate Similarity	0.8381	NPC78119
Intermediate Similarity	0.8378	NPC308689
Intermediate Similarity	0.8378	NPC95716
Intermediate Similarity	0.8364	NPC58865
Intermediate Similarity	0.8362	NPC472071
Intermediate Similarity	0.835	NPC27323
Intermediate Similarity	0.835	NPC316301
Intermediate Similarity	0.835	NPC128062
Intermediate Similarity	0.8349	NPC320439
Intermediate Similarity	0.8349	NPC151477
Intermediate Similarity	0.8348	NPC122009
Intermediate Similarity	0.8347	NPC45774
Intermediate Similarity	0.8347	NPC11258
Intermediate Similarity	0.8347	NPC307050
Intermediate Similarity	0.8347	NPC128208
Intermediate Similarity	0.8347	NPC277458
Intermediate Similarity	0.8347	NPC184733
Intermediate Similarity	0.8347	NPC21867
Intermediate Similarity	0.8347	NPC129570
Intermediate Similarity	0.8347	NPC282703
Intermediate Similarity	0.8333	NPC76451
Intermediate Similarity	0.8319	NPC224342
Intermediate Similarity	0.8319	NPC12656
Intermediate Similarity	0.8318	NPC477802
Intermediate Similarity	0.8318	NPC477801
Intermediate Similarity	0.8317	NPC242240
Intermediate Similarity	0.8317	NPC318325
Intermediate Similarity	0.8317	NPC258219
Intermediate Similarity	0.8317	NPC280347
Intermediate Similarity	0.8317	NPC123273
Intermediate Similarity	0.8317	NPC177420
Intermediate Similarity	0.8305	NPC86900
Intermediate Similarity	0.8305	NPC321402
Intermediate Similarity	0.8305	NPC471794
Intermediate Similarity	0.8305	NPC30462
Intermediate Similarity	0.8304	NPC43525
Intermediate Similarity	0.8304	NPC46940
Intermediate Similarity	0.8302	NPC213730
Intermediate Similarity	0.8302	NPC72729
Intermediate Similarity	0.8291	NPC470414
Intermediate Similarity	0.8288	NPC222084
Intermediate Similarity	0.8288	NPC296683
Intermediate Similarity	0.8288	NPC13482
Intermediate Similarity	0.8286	NPC6597
Intermediate Similarity	0.8286	NPC77492
Intermediate Similarity	0.8286	NPC79241

Drug Structure

NPD3022 OpenBabel08211702562D 26 27 0 0 1 0 0 0 0 0999 V2000 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 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 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 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 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 -6.0622 -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 -5.1962 -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 -1.0000 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 -5.1962 0.0000 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 -7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 5 2 0 0 0 0 3 13 1 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 11 1 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 18 1 0 0 0 0 11 1 1 6 0 0 0 11 12 1 0 0 0 0 12 2 1 1 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001037; DNC000603
DrugBank	DB00179
ChEMBL	CHEMBL313972
IUPHAR/BPS
PharmaGKB	PA164746493
KEGG Drug	D04862
PubChem CID	71398
ChEBI	73468
CAS Number	27686-84-6

Drug Properties

Molecular Weight	302.15
ALogP	-0.932
MLogP	3
XLogP	5.058
HDA	0
HBD	4
Rotatable Bonds	11
TPSA	80.92
RO5 Violation	1