NPASS drugs

Drug Information

Drug ID:	NPD4956
Drug Name:
Molecular Formula:	C22H22N2O8
Canonical SMILES:	CN([C@@H]1C(=O)/C(=C(/O)N)/C(=O)[C@@]2([C@H]1[C@@H](O)[C@@H]1C(=C)c3cccc(c3C(=C1C2=O)O)O)O)C
Standard InCHI:	InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25-27,31-32H,1,23H2,2-3H3/b21-13-/t10-,14-,15+,17+,22+/m1/s1
Standard InCHIKey:	GLFJCEVWKWQSJP-ISFNZQQKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4956

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	184
0.1-0.2	903
0.2-0.3	2245
0.3-0.4	6368
0.4-0.5	7469
0.5-0.6	10930
0.6-0.7	2777
0.7-0.8	14
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	0.7956	NPC295531
Intermediate Similarity	0.7735	NPC469973
Intermediate Similarity	0.768	NPC291305
Intermediate Similarity	0.7433	NPC329790
Intermediate Similarity	0.7341	NPC68967
Intermediate Similarity	0.7245	NPC96730
Intermediate Similarity	0.7209	NPC2672
Intermediate Similarity	0.7171	NPC313582
Intermediate Similarity	0.7143	NPC314693
Intermediate Similarity	0.7088	NPC101207
Intermediate Similarity	0.7041	NPC39528
Intermediate Similarity	0.7037	NPC298339
Intermediate Similarity	0.702	NPC316164
Intermediate Similarity	0.7	NPC475957
Remote Similarity	0.6994	NPC87985
Remote Similarity	0.6973	NPC163924
Remote Similarity	0.6973	NPC54661
Remote Similarity	0.6961	NPC474861
Remote Similarity	0.6944	NPC472211
Remote Similarity	0.6936	NPC91019
Remote Similarity	0.6936	NPC106519
Remote Similarity	0.6931	NPC314596
Remote Similarity	0.6923	NPC475780
Remote Similarity	0.6919	NPC42286
Remote Similarity	0.6915	NPC314941
Remote Similarity	0.6915	NPC329969
Remote Similarity	0.6906	NPC314257
Remote Similarity	0.6904	NPC66909
Remote Similarity	0.6901	NPC238108
Remote Similarity	0.6884	NPC313274
Remote Similarity	0.6881	NPC314946
Remote Similarity	0.6867	NPC24869
Remote Similarity	0.6857	NPC3732
Remote Similarity	0.6857	NPC478164
Remote Similarity	0.6851	NPC218870
Remote Similarity	0.6851	NPC182921
Remote Similarity	0.6851	NPC470408
Remote Similarity	0.6851	NPC474824
Remote Similarity	0.685	NPC201055
Remote Similarity	0.685	NPC64576
Remote Similarity	0.685	NPC254045
Remote Similarity	0.685	NPC151470
Remote Similarity	0.6845	NPC476847
Remote Similarity	0.6839	NPC297322
Remote Similarity	0.6836	NPC143685
Remote Similarity	0.6829	NPC181334
Remote Similarity	0.6818	NPC79627
Remote Similarity	0.6818	NPC471906
Remote Similarity	0.6814	NPC315889
Remote Similarity	0.68	NPC135524
Remote Similarity	0.68	NPC261012
Remote Similarity	0.68	NPC474961
Remote Similarity	0.68	NPC85310
Remote Similarity	0.68	NPC314738
Remote Similarity	0.68	NPC193555
Remote Similarity	0.68	NPC109403
Remote Similarity	0.68	NPC469520
Remote Similarity	0.6798	NPC52161
Remote Similarity	0.6798	NPC162751
Remote Similarity	0.6786	NPC196231
Remote Similarity	0.678	NPC478160
Remote Similarity	0.6776	NPC221864
Remote Similarity	0.6774	NPC195392
Remote Similarity	0.6765	NPC78307
Remote Similarity	0.6765	NPC115458
Remote Similarity	0.676	NPC106524
Remote Similarity	0.676	NPC473719
Remote Similarity	0.676	NPC290695
Remote Similarity	0.6757	NPC284495
Remote Similarity	0.6754	NPC73555
Remote Similarity	0.6753	NPC214629
Remote Similarity	0.675	NPC317727
Remote Similarity	0.6747	NPC71610
Remote Similarity	0.6743	NPC305845
Remote Similarity	0.6743	NPC204045
Remote Similarity	0.6742	NPC136878
Remote Similarity	0.6742	NPC314437
Remote Similarity	0.6742	NPC285122
Remote Similarity	0.6739	NPC271388
Remote Similarity	0.6739	NPC230956
Remote Similarity	0.6739	NPC205255
Remote Similarity	0.6739	NPC119649
Remote Similarity	0.6739	NPC235143
Remote Similarity	0.6734	NPC279665
Remote Similarity	0.6733	NPC244191
Remote Similarity	0.6733	NPC97086
Remote Similarity	0.6731	NPC315253
Remote Similarity	0.6727	NPC474766
Remote Similarity	0.6726	NPC89769
Remote Similarity	0.6726	NPC126859
Remote Similarity	0.6726	NPC259665
Remote Similarity	0.6725	NPC202225
Remote Similarity	0.6723	NPC476444
Remote Similarity	0.6722	NPC477221
Remote Similarity	0.672	NPC255607
Remote Similarity	0.672	NPC3375
Remote Similarity	0.672	NPC209377
Remote Similarity	0.6707	NPC30491
Remote Similarity	0.6707	NPC262936
Remote Similarity	0.6706	NPC165612
Remote Similarity	0.6706	NPC242358
Remote Similarity	0.6706	NPC246693
Remote Similarity	0.6706	NPC110609
Remote Similarity	0.6705	NPC248068
Remote Similarity	0.6705	NPC150712
Remote Similarity	0.6705	NPC305060
Remote Similarity	0.6705	NPC137649
Remote Similarity	0.6704	NPC5568
Remote Similarity	0.6703	NPC15506
Remote Similarity	0.6703	NPC79402
Remote Similarity	0.6703	NPC80759
Remote Similarity	0.6702	NPC12890
Remote Similarity	0.67	NPC316412
Remote Similarity	0.67	NPC293624
Remote Similarity	0.67	NPC315351
Remote Similarity	0.6686	NPC283088
Remote Similarity	0.6686	NPC181560
Remote Similarity	0.6686	NPC169452
Remote Similarity	0.6685	NPC315520
Remote Similarity	0.6685	NPC225854
Remote Similarity	0.6685	NPC170055
Remote Similarity	0.6684	NPC115906
Remote Similarity	0.6684	NPC315772
Remote Similarity	0.6684	NPC193853
Remote Similarity	0.6684	NPC256935
Remote Similarity	0.6684	NPC223077
Remote Similarity	0.6684	NPC56887
Remote Similarity	0.6667	NPC475457
Remote Similarity	0.6667	NPC94781
Remote Similarity	0.6667	NPC135062
Remote Similarity	0.6667	NPC198014
Remote Similarity	0.6667	NPC314048
Remote Similarity	0.6667	NPC477207
Remote Similarity	0.6667	NPC475346
Remote Similarity	0.6667	NPC13715
Remote Similarity	0.6667	NPC475627
Remote Similarity	0.6667	NPC18982
Remote Similarity	0.6667	NPC124802
Remote Similarity	0.6667	NPC471187
Remote Similarity	0.665	NPC232533
Remote Similarity	0.665	NPC281629
Remote Similarity	0.665	NPC67346
Remote Similarity	0.6649	NPC478021
Remote Similarity	0.6649	NPC89831
Remote Similarity	0.6648	NPC205918
Remote Similarity	0.6647	NPC86524
Remote Similarity	0.6647	NPC93015
Remote Similarity	0.6647	NPC149379
Remote Similarity	0.6647	NPC3224
Remote Similarity	0.6647	NPC272268
Remote Similarity	0.6646	NPC31936
Remote Similarity	0.6646	NPC154696
Remote Similarity	0.6632	NPC99723
Remote Similarity	0.663	NPC476268
Remote Similarity	0.663	NPC474501
Remote Similarity	0.663	NPC68727
Remote Similarity	0.663	NPC280753
Remote Similarity	0.663	NPC44378
Remote Similarity	0.663	NPC156348
Remote Similarity	0.6629	NPC469856
Remote Similarity	0.6629	NPC244691
Remote Similarity	0.6629	NPC300684
Remote Similarity	0.6629	NPC84568
Remote Similarity	0.6629	NPC469854
Remote Similarity	0.6629	NPC162939
Remote Similarity	0.6629	NPC218866
Remote Similarity	0.6629	NPC29932
Remote Similarity	0.6629	NPC242994
Remote Similarity	0.6629	NPC138099
Remote Similarity	0.6629	NPC10764
Remote Similarity	0.6629	NPC48130
Remote Similarity	0.6628	NPC109580
Remote Similarity	0.6627	NPC474803
Remote Similarity	0.6627	NPC49272
Remote Similarity	0.6627	NPC234890
Remote Similarity	0.6627	NPC74507
Remote Similarity	0.6615	NPC294501
Remote Similarity	0.6612	NPC470340
Remote Similarity	0.6612	NPC268992
Remote Similarity	0.6612	NPC51824
Remote Similarity	0.6612	NPC478220
Remote Similarity	0.6612	NPC180944
Remote Similarity	0.6612	NPC113608
Remote Similarity	0.6612	NPC470337
Remote Similarity	0.6612	NPC470338
Remote Similarity	0.6611	NPC290194
Remote Similarity	0.661	NPC73061
Remote Similarity	0.6609	NPC471452
Remote Similarity	0.6609	NPC476393
Remote Similarity	0.6608	NPC478190
Remote Similarity	0.6608	NPC175738
Remote Similarity	0.6608	NPC17843
Remote Similarity	0.6608	NPC58685
Remote Similarity	0.6607	NPC8305
Remote Similarity	0.6607	NPC268763
Remote Similarity	0.6607	NPC66177
Remote Similarity	0.6597	NPC315406
Remote Similarity	0.6592	NPC34482
Remote Similarity	0.659	NPC103082
Remote Similarity	0.659	NPC473055

Drug Structure

NPD4956 OpenBabel08211706322D 39 42 0 0 1 0 0 0 0 0999 V2000 2.5377 2.4419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6918 2.9302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0753 0.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2294 1.4651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0753 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 1.4651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3835 0.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2294 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6918 0.9767 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.3835 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6918 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6918 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9767 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8459 1.4651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5377 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 1.4651 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6918 0.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 -0.4884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5377 -0.4884 0.0000 C 0 0 0 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 -3.3835 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 2.4419 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2294 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5377 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 2.4419 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5377 1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5377 -1.4651 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.9535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3835 0.9767 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2294 -0.4884 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0753 -1.9535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3835 -1.9535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6918 2.9302 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3835 -1.9535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8459 -2.4419 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 2 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 8 1 0 0 0 0 8 11 2 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 7 1 6 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 16 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 13 21 2 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 6 0 0 0 15 18 1 0 0 0 0 15 24 1 1 0 0 0 16 26 1 0 0 0 0 17 27 1 1 0 0 0 18 28 2 0 0 0 0 19 22 1 0 0 0 0 19 29 2 0 0 0 0 20 22 1 0 0 0 0 20 30 2 0 0 0 0 21 23 1 0 0 0 0 21 31 1 0 0 0 0 22 32 1 1 0 0 0 23 33 1 0 0 0 0 23 34 1 0 0 0 0 25 35 1 0 0 0 0 26 36 1 0 0 0 0 27 37 1 0 0 0 0 31 38 1 0 0 0 0 32 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000883
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5281054
ChEBI
CAS Number

Drug Properties

Molecular Weight	442.14
ALogP	-3.2476
MLogP	2.78
XLogP	0.849
HDA	9
HBD	6
Rotatable Bonds	9
TPSA	181.62
RO5 Violation	1