NPASS drugs

Drug Information

Drug ID:	NPD6723
Drug Name:	GL-331
Molecular Formula:	C27H24N2O9
Canonical SMILES:	COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@@H](c2c1cc1OCOc1c2)Nc1ccc(cc1)N(=O)=O
Standard InCHI:	InChI=1S/C27H24N2O9/c1-34-21-7-13(8-22(35-2)26(21)30)23-16-9-19-20(38-12-37-19)10-17(16)25(18-11-36-27(31)24(18)23)28-14-3-5-15(6-4-14)29(32)33/h3-10,18,23-25,28,30H,11-12H2,1-2H3/t18-,23+,24-,25+/m0/s1
Standard InCHIKey:	DLROLUIVVKTFPW-LVEBQJTPSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6723

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	261
0.1-0.2	1367
0.2-0.3	4042
0.3-0.4	8374
0.4-0.5	4977
0.5-0.6	9943
0.6-0.7	1771
0.7-0.8	155
0.8-0.85	0
0.85-0.9	0
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
Intermediate Similarity	0.7803	NPC240684
Intermediate Similarity	0.7758	NPC290227
Intermediate Similarity	0.7668	NPC91234
Intermediate Similarity	0.7642	NPC476576
Intermediate Similarity	0.7642	NPC186546
Intermediate Similarity	0.7613	NPC46990
Intermediate Similarity	0.7534	NPC121510
Intermediate Similarity	0.7534	NPC85661
Intermediate Similarity	0.7534	NPC171882
Intermediate Similarity	0.7512	NPC57036
Intermediate Similarity	0.7489	NPC46679
Intermediate Similarity	0.7458	NPC113455
Intermediate Similarity	0.7432	NPC156728
Intermediate Similarity	0.7432	NPC244606
Intermediate Similarity	0.7418	NPC135772
Intermediate Similarity	0.7406	NPC312918
Intermediate Similarity	0.7406	NPC155442
Intermediate Similarity	0.7406	NPC476574
Intermediate Similarity	0.7406	NPC477561
Intermediate Similarity	0.7401	NPC227361
Intermediate Similarity	0.7401	NPC124658
Intermediate Similarity	0.7391	NPC256422
Intermediate Similarity	0.7389	NPC186569
Intermediate Similarity	0.7389	NPC61731
Intermediate Similarity	0.7385	NPC162653
Intermediate Similarity	0.7373	NPC117717
Intermediate Similarity	0.7371	NPC275132
Intermediate Similarity	0.7366	NPC120239
Intermediate Similarity	0.7366	NPC11708
Intermediate Similarity	0.7361	NPC82763
Intermediate Similarity	0.7358	NPC474507
Intermediate Similarity	0.7357	NPC119722
Intermediate Similarity	0.7354	NPC38961
Intermediate Similarity	0.7349	NPC230098
Intermediate Similarity	0.7328	NPC128476
Intermediate Similarity	0.7324	NPC474506
Intermediate Similarity	0.7324	NPC32413
Intermediate Similarity	0.7318	NPC23080
Intermediate Similarity	0.7318	NPC193906
Intermediate Similarity	0.7318	NPC17677
Intermediate Similarity	0.7315	NPC474059
Intermediate Similarity	0.7311	NPC23219
Intermediate Similarity	0.7297	NPC295676
Intermediate Similarity	0.7294	NPC302001
Intermediate Similarity	0.7277	NPC474745
Intermediate Similarity	0.7277	NPC470879
Intermediate Similarity	0.7277	NPC258695
Intermediate Similarity	0.7269	NPC269449
Intermediate Similarity	0.7264	NPC173416
Intermediate Similarity	0.7264	NPC112575
Intermediate Similarity	0.7264	NPC476577
Intermediate Similarity	0.7264	NPC148709
Intermediate Similarity	0.7257	NPC90185
Intermediate Similarity	0.7256	NPC474746
Intermediate Similarity	0.7256	NPC475981
Intermediate Similarity	0.725	NPC154922
Intermediate Similarity	0.7235	NPC312531
Intermediate Similarity	0.7235	NPC474904
Intermediate Similarity	0.7234	NPC19175
Intermediate Similarity	0.7234	NPC231924
Intermediate Similarity	0.7231	NPC304837
Intermediate Similarity	0.7231	NPC476258
Intermediate Similarity	0.723	NPC474325
Intermediate Similarity	0.7222	NPC148124
Intermediate Similarity	0.7217	NPC477558
Intermediate Similarity	0.7215	NPC24260
Intermediate Similarity	0.7207	NPC212163
Intermediate Similarity	0.7189	NPC320088
Intermediate Similarity	0.7183	NPC237044
Intermediate Similarity	0.7179	NPC99724
Intermediate Similarity	0.7175	NPC475654
Intermediate Similarity	0.7173	NPC248903
Intermediate Similarity	0.7156	NPC207971
Intermediate Similarity	0.7155	NPC126556
Intermediate Similarity	0.715	NPC320223
Intermediate Similarity	0.715	NPC114364
Intermediate Similarity	0.715	NPC148693
Intermediate Similarity	0.715	NPC294790
Intermediate Similarity	0.715	NPC118633
Intermediate Similarity	0.7149	NPC125924
Intermediate Similarity	0.7143	NPC471489
Intermediate Similarity	0.7136	NPC229166
Intermediate Similarity	0.7136	NPC304675
Intermediate Similarity	0.7136	NPC199465
Intermediate Similarity	0.7136	NPC128560
Intermediate Similarity	0.7131	NPC26928
Intermediate Similarity	0.713	NPC116284
Intermediate Similarity	0.7124	NPC268077
Intermediate Similarity	0.7123	NPC48490
Intermediate Similarity	0.7123	NPC175890
Intermediate Similarity	0.7123	NPC274661
Intermediate Similarity	0.7123	NPC11296
Intermediate Similarity	0.7123	NPC281581
Intermediate Similarity	0.7123	NPC82457
Intermediate Similarity	0.711	NPC214116
Intermediate Similarity	0.7105	NPC207873
Intermediate Similarity	0.7105	NPC100573
Intermediate Similarity	0.7104	NPC469816
Intermediate Similarity	0.7104	NPC469815
Intermediate Similarity	0.7103	NPC287588
Intermediate Similarity	0.7097	NPC276674
Intermediate Similarity	0.7097	NPC33902
Intermediate Similarity	0.7093	NPC80472
Intermediate Similarity	0.7091	NPC475754
Intermediate Similarity	0.7091	NPC60295
Intermediate Similarity	0.7091	NPC191132
Intermediate Similarity	0.7089	NPC192135
Intermediate Similarity	0.7089	NPC477020
Intermediate Similarity	0.7089	NPC66341
Intermediate Similarity	0.7087	NPC103197
Intermediate Similarity	0.7087	NPC30009
Intermediate Similarity	0.7083	NPC179704
Intermediate Similarity	0.7075	NPC152212
Intermediate Similarity	0.7075	NPC26240
Intermediate Similarity	0.7075	NPC69712
Intermediate Similarity	0.7075	NPC6152
Intermediate Similarity	0.7075	NPC477562
Intermediate Similarity	0.7075	NPC474708
Intermediate Similarity	0.7069	NPC298449
Intermediate Similarity	0.7067	NPC181168
Intermediate Similarity	0.7067	NPC163527
Intermediate Similarity	0.7067	NPC115281
Intermediate Similarity	0.7066	NPC476220
Intermediate Similarity	0.7066	NPC160113
Intermediate Similarity	0.7064	NPC10653
Intermediate Similarity	0.7064	NPC318525
Intermediate Similarity	0.7056	NPC477396
Intermediate Similarity	0.7056	NPC329969
Intermediate Similarity	0.7051	NPC249405
Intermediate Similarity	0.7051	NPC476575
Intermediate Similarity	0.7048	NPC475147
Intermediate Similarity	0.7045	NPC477393
Intermediate Similarity	0.7042	NPC239775
Intermediate Similarity	0.7042	NPC149090
Intermediate Similarity	0.7042	NPC19520
Intermediate Similarity	0.704	NPC281629
Intermediate Similarity	0.7035	NPC2173
Intermediate Similarity	0.7035	NPC202771
Intermediate Similarity	0.7035	NPC328700
Intermediate Similarity	0.7035	NPC119818
Intermediate Similarity	0.7033	NPC477395
Intermediate Similarity	0.7032	NPC477186
Intermediate Similarity	0.7029	NPC473458
Intermediate Similarity	0.7028	NPC475845
Intermediate Similarity	0.7027	NPC478091
Intermediate Similarity	0.7027	NPC473589
Intermediate Similarity	0.7027	NPC30182
Intermediate Similarity	0.7027	NPC478092
Intermediate Similarity	0.7022	NPC469689
Intermediate Similarity	0.7022	NPC471031
Intermediate Similarity	0.7	NPC475133
Intermediate Similarity	0.7	NPC477160
Intermediate Similarity	0.7	NPC91634
Intermediate Similarity	0.7	NPC268718
Intermediate Similarity	0.7	NPC150943
Remote Similarity	0.6996	NPC470646
Remote Similarity	0.6996	NPC33256
Remote Similarity	0.6995	NPC168753
Remote Similarity	0.6995	NPC118274
Remote Similarity	0.6982	NPC478093
Remote Similarity	0.6981	NPC204947
Remote Similarity	0.6981	NPC57812
Remote Similarity	0.6981	NPC116759
Remote Similarity	0.6981	NPC474324
Remote Similarity	0.6981	NPC14294
Remote Similarity	0.6978	NPC5374
Remote Similarity	0.6972	NPC77878
Remote Similarity	0.6968	NPC470642
Remote Similarity	0.6967	NPC291173
Remote Similarity	0.6966	NPC234772
Remote Similarity	0.6959	NPC267408
Remote Similarity	0.6951	NPC29472
Remote Similarity	0.6951	NPC256124
Remote Similarity	0.6949	NPC288110
Remote Similarity	0.6943	NPC475768
Remote Similarity	0.6937	NPC226708
Remote Similarity	0.6936	NPC195636
Remote Similarity	0.6934	NPC304659
Remote Similarity	0.6934	NPC476573
Remote Similarity	0.6934	NPC86144
Remote Similarity	0.6934	NPC81247
Remote Similarity	0.6934	NPC35627
Remote Similarity	0.6933	NPC71124
Remote Similarity	0.6932	NPC131258
Remote Similarity	0.6923	NPC55470
Remote Similarity	0.6914	NPC476429
Remote Similarity	0.6912	NPC190461
Remote Similarity	0.6905	NPC183537
Remote Similarity	0.6901	NPC210918
Remote Similarity	0.6901	NPC298979
Remote Similarity	0.6901	NPC181653
Remote Similarity	0.6901	NPC190332
Remote Similarity	0.69	NPC87714
Remote Similarity	0.6898	NPC187678
Remote Similarity	0.6897	NPC25961
Remote Similarity	0.6895	NPC311973
Remote Similarity	0.6895	NPC251735
Remote Similarity	0.6895	NPC185639
Remote Similarity	0.6895	NPC223690
Remote Similarity	0.6895	NPC229373

Drug Structure

NPD6723 OpenBabel08211710072D 40 45 0 0 1 0 0 0 0 0999 V2000 3.1277 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2617 6.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6665 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3956 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 3.0827 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 -3.2709 5.6654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5296 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8005 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5326 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 1.0827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0685 4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2617 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3956 4.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 2.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0685 1.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2617 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 1.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3986 3.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1277 4.5827 0.0000 O 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 -6.3986 4.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.2646 2.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1277 2.5827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3956 5.5827 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 -2.2764 5.5608 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6776 4.7518 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9345 0.0827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9937 4.0827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 34 1 0 0 0 0 2 35 1 0 0 0 0 3 5 1 0 0 0 0 3 14 2 0 0 0 0 4 6 2 0 0 0 0 4 14 1 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 13 2 0 0 0 0 7 21 1 0 0 0 0 8 13 1 0 0 0 0 8 22 2 0 0 0 0 9 16 2 0 0 0 0 9 19 1 0 0 0 0 10 17 2 0 0 0 0 10 20 1 0 0 0 0 11 36 1 0 0 0 0 12 37 1 0 0 0 0 12 38 1 0 0 0 0 14 28 1 0 0 0 0 15 29 1 0 0 0 0 16 17 1 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 18 11 1 6 0 0 0 18 24 1 0 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 37 1 0 0 0 0 20 38 1 0 0 0 0 21 26 2 0 0 0 0 21 34 1 0 0 0 0 22 26 1 0 0 0 0 22 35 1 0 0 0 0 23 13 1 1 0 0 0 23 24 1 0 0 0 0 24 27 1 1 0 0 0 25 28 1 6 0 0 0 26 30 1 0 0 0 0 27 31 2 0 0 0 0 27 36 1 0 0 0 0 28 39 1 0 0 0 0 29 32 2 0 0 0 0 29 33 2 0 0 0 0 30 40 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016248
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	520.15
ALogP	-1.2091
MLogP	3.22
XLogP	3.282
HDA	3
HBD	2
Rotatable Bonds	10
TPSA	138.62
RO5 Violation	0