NPASS drugs

Drug Information

Drug ID:	NPD2978
Drug Name:	Protokylol
Molecular Formula:	C18H21NO5
Canonical SMILES:	CC(Cc1ccc2c(c1)OCO2)NCC(c1ccc(c(c1)O)O)O
Standard InCHI:	InChI=1S/C18H21NO5/c1-11(6-12-2-5-17-18(7-12)24-10-23-17)19-9-16(22)13-3-4-14(20)15(21)8-13/h2-5,7-8,11,16,19-22H,6,9-10H2,1H3
Standard InCHIKey:	LUMAEVHDZXIGEP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2978

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	148
0.1-0.2	948
0.2-0.3	3142
0.3-0.4	9009
0.4-0.5	4146
0.5-0.6	7282
0.6-0.7	4740
0.7-0.8	1425
0.8-0.85	48
0.85-0.9	2
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
High Similarity	0.8839	NPC160931
High Similarity	0.8839	NPC37205
Intermediate Similarity	0.8425	NPC329595
Intermediate Similarity	0.8425	NPC326599
Intermediate Similarity	0.8313	NPC2314
Intermediate Similarity	0.8294	NPC135772
Intermediate Similarity	0.8293	NPC252960
Intermediate Similarity	0.8228	NPC277669
Intermediate Similarity	0.8228	NPC76213
Intermediate Similarity	0.8221	NPC218614
Intermediate Similarity	0.8212	NPC204848
Intermediate Similarity	0.8212	NPC41473
Intermediate Similarity	0.8212	NPC14600
Intermediate Similarity	0.8212	NPC160607
Intermediate Similarity	0.8212	NPC312770
Intermediate Similarity	0.8188	NPC106739
Intermediate Similarity	0.8176	NPC476574
Intermediate Similarity	0.8176	NPC312918
Intermediate Similarity	0.8176	NPC477561
Intermediate Similarity	0.8176	NPC155442
Intermediate Similarity	0.8151	NPC323775
Intermediate Similarity	0.8151	NPC236347
Intermediate Similarity	0.8148	NPC111485
Intermediate Similarity	0.8144	NPC225597
Intermediate Similarity	0.8144	NPC477640
Intermediate Similarity	0.8144	NPC470739
Intermediate Similarity	0.8129	NPC476575
Intermediate Similarity	0.8101	NPC207824
Intermediate Similarity	0.8101	NPC60538
Intermediate Similarity	0.8098	NPC4304
Intermediate Similarity	0.8084	NPC474475
Intermediate Similarity	0.8067	NPC471505
Intermediate Similarity	0.8061	NPC232514
Intermediate Similarity	0.8061	NPC276944
Intermediate Similarity	0.8061	NPC238530
Intermediate Similarity	0.8039	NPC299583
Intermediate Similarity	0.8026	NPC101624
Intermediate Similarity	0.8026	NPC184938
Intermediate Similarity	0.8024	NPC158148
Intermediate Similarity	0.8024	NPC266176
Intermediate Similarity	0.8024	NPC475686
Intermediate Similarity	0.8024	NPC58766
Intermediate Similarity	0.8024	NPC82533
Intermediate Similarity	0.8024	NPC290759
Intermediate Similarity	0.8023	NPC275132
Intermediate Similarity	0.8023	NPC248642
Intermediate Similarity	0.8013	NPC294249
Intermediate Similarity	0.8012	NPC2295
Intermediate Similarity	0.8012	NPC477564
Intermediate Similarity	0.8011	NPC117717
Intermediate Similarity	0.7977	NPC156576
Intermediate Similarity	0.7974	NPC254610
Intermediate Similarity	0.7974	NPC193528
Intermediate Similarity	0.7964	NPC100566
Intermediate Similarity	0.7953	NPC320223
Intermediate Similarity	0.7953	NPC114364
Intermediate Similarity	0.795	NPC270811
Intermediate Similarity	0.795	NPC471073
Intermediate Similarity	0.7945	NPC13020
Intermediate Similarity	0.7945	NPC140359
Intermediate Similarity	0.7943	NPC186546
Intermediate Similarity	0.7943	NPC476576
Intermediate Similarity	0.7941	NPC329969
Intermediate Similarity	0.7941	NPC477558
Intermediate Similarity	0.7935	NPC204546
Intermediate Similarity	0.7925	NPC428
Intermediate Similarity	0.7925	NPC476571
Intermediate Similarity	0.7925	NPC246587
Intermediate Similarity	0.7925	NPC475959
Intermediate Similarity	0.7925	NPC147390
Intermediate Similarity	0.7925	NPC135538
Intermediate Similarity	0.7925	NPC24233
Intermediate Similarity	0.7908	NPC142547
Intermediate Similarity	0.7908	NPC135777
Intermediate Similarity	0.7907	NPC267408
Intermediate Similarity	0.7907	NPC126284
Intermediate Similarity	0.7907	NPC99179
Intermediate Similarity	0.7904	NPC198741
Intermediate Similarity	0.7904	NPC476002
Intermediate Similarity	0.7886	NPC57036
Intermediate Similarity	0.7882	NPC477020
Intermediate Similarity	0.7882	NPC192135
Intermediate Similarity	0.7882	NPC66341
Intermediate Similarity	0.7881	NPC214869
Intermediate Similarity	0.7879	NPC158900
Intermediate Similarity	0.7879	NPC205167
Intermediate Similarity	0.7877	NPC298486
Intermediate Similarity	0.787	NPC109925
Intermediate Similarity	0.787	NPC152212
Intermediate Similarity	0.7862	NPC321505
Intermediate Similarity	0.7862	NPC179825
Intermediate Similarity	0.7862	NPC277857
Intermediate Similarity	0.7862	NPC115144
Intermediate Similarity	0.7862	NPC191376
Intermediate Similarity	0.7857	NPC190332
Intermediate Similarity	0.7857	NPC181653
Intermediate Similarity	0.7857	NPC210140
Intermediate Similarity	0.7853	NPC475754
Intermediate Similarity	0.7843	NPC11147
Intermediate Similarity	0.7843	NPC470881
Intermediate Similarity	0.7836	NPC128560
Intermediate Similarity	0.7836	NPC229166
Intermediate Similarity	0.7836	NPC199465
Intermediate Similarity	0.7836	NPC187678
Intermediate Similarity	0.7829	NPC219671
Intermediate Similarity	0.7829	NPC147616
Intermediate Similarity	0.7829	NPC104077
Intermediate Similarity	0.7829	NPC259742
Intermediate Similarity	0.7821	NPC66518
Intermediate Similarity	0.7818	NPC59028
Intermediate Similarity	0.7818	NPC92191
Intermediate Similarity	0.7815	NPC173308
Intermediate Similarity	0.7815	NPC275950
Intermediate Similarity	0.7815	NPC181079
Intermediate Similarity	0.7815	NPC114102
Intermediate Similarity	0.7806	NPC474039
Intermediate Similarity	0.7805	NPC147091
Intermediate Similarity	0.7791	NPC474470
Intermediate Similarity	0.7785	NPC274356
Intermediate Similarity	0.7778	NPC6836
Intermediate Similarity	0.7778	NPC169973
Intermediate Similarity	0.7771	NPC249274
Intermediate Similarity	0.7771	NPC97072
Intermediate Similarity	0.7771	NPC215829
Intermediate Similarity	0.7771	NPC165797
Intermediate Similarity	0.7771	NPC472711
Intermediate Similarity	0.7765	NPC69712
Intermediate Similarity	0.7765	NPC26240
Intermediate Similarity	0.7765	NPC477562
Intermediate Similarity	0.7765	NPC311991
Intermediate Similarity	0.7765	NPC6152
Intermediate Similarity	0.7763	NPC476345
Intermediate Similarity	0.7763	NPC65942
Intermediate Similarity	0.7763	NPC248307
Intermediate Similarity	0.7756	NPC88640
Intermediate Similarity	0.7756	NPC123526
Intermediate Similarity	0.7756	NPC193666
Intermediate Similarity	0.7751	NPC150879
Intermediate Similarity	0.7748	NPC52029
Intermediate Similarity	0.7748	NPC475875
Intermediate Similarity	0.7748	NPC35961
Intermediate Similarity	0.7748	NPC195749
Intermediate Similarity	0.7748	NPC470706
Intermediate Similarity	0.7746	NPC148693
Intermediate Similarity	0.7746	NPC118633
Intermediate Similarity	0.7746	NPC294790
Intermediate Similarity	0.7742	NPC25695
Intermediate Similarity	0.7742	NPC52277
Intermediate Similarity	0.7742	NPC177035
Intermediate Similarity	0.7742	NPC199459
Intermediate Similarity	0.7742	NPC172818
Intermediate Similarity	0.7738	NPC284183
Intermediate Similarity	0.7738	NPC121275
Intermediate Similarity	0.7738	NPC4138
Intermediate Similarity	0.7738	NPC134858
Intermediate Similarity	0.7736	NPC185838
Intermediate Similarity	0.7725	NPC247251
Intermediate Similarity	0.7719	NPC57272
Intermediate Similarity	0.7716	NPC151895
Intermediate Similarity	0.7716	NPC192768
Intermediate Similarity	0.7716	NPC88249
Intermediate Similarity	0.7716	NPC220858
Intermediate Similarity	0.7716	NPC97221
Intermediate Similarity	0.7712	NPC252833
Intermediate Similarity	0.7711	NPC69360
Intermediate Similarity	0.7707	NPC323204
Intermediate Similarity	0.7703	NPC471693
Intermediate Similarity	0.7702	NPC470935
Intermediate Similarity	0.7702	NPC471032
Intermediate Similarity	0.7701	NPC244554
Intermediate Similarity	0.7697	NPC42300
Intermediate Similarity	0.7697	NPC92164
Intermediate Similarity	0.7697	NPC77040
Intermediate Similarity	0.7697	NPC153739
Intermediate Similarity	0.7697	NPC242807
Intermediate Similarity	0.7697	NPC241522
Intermediate Similarity	0.7697	NPC145305
Intermediate Similarity	0.7697	NPC64201
Intermediate Similarity	0.7697	NPC257582
Intermediate Similarity	0.7697	NPC187998
Intermediate Similarity	0.7697	NPC174495
Intermediate Similarity	0.7692	NPC470413
Intermediate Similarity	0.7692	NPC124657
Intermediate Similarity	0.7692	NPC81247
Intermediate Similarity	0.7692	NPC138738
Intermediate Similarity	0.7692	NPC35627
Intermediate Similarity	0.7692	NPC86144
Intermediate Similarity	0.7692	NPC477798
Intermediate Similarity	0.7692	NPC476573
Intermediate Similarity	0.7692	NPC477797
Intermediate Similarity	0.7692	NPC304659
Intermediate Similarity	0.7688	NPC11708
Intermediate Similarity	0.7688	NPC237044
Intermediate Similarity	0.7684	NPC214116
Intermediate Similarity	0.7683	NPC292003
Intermediate Similarity	0.7682	NPC11258
Intermediate Similarity	0.7682	NPC129570
Intermediate Similarity	0.7682	NPC21867
Intermediate Similarity	0.7682	NPC155838
Intermediate Similarity	0.7682	NPC282703

Drug Structure

NPD2978 OpenBabel08211702562D 28 30 0 0 1 0 0 0 0 0999 V2000 -3.6720 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -2.4781 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 0.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 -1.4781 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.0021 0.5219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 1.5219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 -2.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 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 -1.9400 -0.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.8682 0.0219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 2.0219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 -2.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 5 2 0 0 0 0 2 12 1 0 0 0 0 3 4 2 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 5 17 1 0 0 0 0 6 11 1 0 0 0 0 6 12 1 0 0 0 0 7 12 2 0 0 0 0 7 18 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 9 19 1 0 0 0 0 10 23 1 0 0 0 0 10 24 1 0 0 0 0 11 19 1 0 0 0 0 13 16 1 0 0 0 0 14 15 2 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	331.14
ALogP	-2.0795
MLogP	2.78
XLogP	2.062
HDA	2
HBD	4
Rotatable Bonds	10
TPSA	91.18
RO5 Violation	0