NPASS drugs

Drug Information

Drug ID:	NPD5033
Drug Name:
Molecular Formula:	C22H24N2O8
Canonical SMILES:	CN([C@@H]1C(=O)/C(=C(O)/N)/C(=O)[C@@]2([C@H]1C[C@H]1C(=C(O)c3c([C@@]1(C)O)cccc3O)C2=O)O)C
Standard InCHI:	InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25-26,30-32H,7,23H2,1-3H3/b20-14+/t9-,10-,15-,21+,22-/m0/s1
Standard InCHIKey:	JYHCQVWYCGHXGP-NWIQHTDXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5033

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	216
0.1-0.2	955
0.2-0.3	2619
0.3-0.4	7244
0.4-0.5	6533
0.5-0.6	11252
0.6-0.7	2060
0.7-0.8	10
0.8-0.85	1
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	0.8011	NPC291305
Intermediate Similarity	0.7889	NPC295531
Intermediate Similarity	0.7667	NPC469973
Intermediate Similarity	0.7337	NPC2672
Intermediate Similarity	0.733	NPC39528
Intermediate Similarity	0.7181	NPC329790
Intermediate Similarity	0.7179	NPC96730
Intermediate Similarity	0.7069	NPC68967
Intermediate Similarity	0.7059	NPC298339
Intermediate Similarity	0.7026	NPC317727
Intermediate Similarity	0.7024	NPC238108
Remote Similarity	0.6964	NPC272268
Remote Similarity	0.6959	NPC297322
Remote Similarity	0.6942	NPC313582
Remote Similarity	0.6893	NPC315520
Remote Similarity	0.689	NPC24869
Remote Similarity	0.6886	NPC115458
Remote Similarity	0.6885	NPC314693
Remote Similarity	0.6869	NPC316164
Remote Similarity	0.6862	NPC73555
Remote Similarity	0.6848	NPC259665
Remote Similarity	0.6848	NPC126859
Remote Similarity	0.6848	NPC89769
Remote Similarity	0.6839	NPC476444
Remote Similarity	0.6839	NPC10764
Remote Similarity	0.6834	NPC244191
Remote Similarity	0.6831	NPC101207
Remote Similarity	0.6821	NPC193555
Remote Similarity	0.6805	NPC283088
Remote Similarity	0.6804	NPC196231
Remote Similarity	0.68	NPC471683
Remote Similarity	0.6796	NPC474861
Remote Similarity	0.6791	NPC256935
Remote Similarity	0.679	NPC273683
Remote Similarity	0.6788	NPC124802
Remote Similarity	0.6784	NPC13715
Remote Similarity	0.6782	NPC314596
Remote Similarity	0.6782	NPC471682
Remote Similarity	0.677	NPC154696
Remote Similarity	0.6768	NPC3224
Remote Similarity	0.6768	NPC42286
Remote Similarity	0.6766	NPC149379
Remote Similarity	0.6765	NPC474311
Remote Similarity	0.6758	NPC475780
Remote Similarity	0.6751	NPC279665
Remote Similarity	0.6751	NPC66909
Remote Similarity	0.6748	NPC474766
Remote Similarity	0.6746	NPC109580
Remote Similarity	0.674	NPC314257
Remote Similarity	0.6739	NPC255607
Remote Similarity	0.6739	NPC3375
Remote Similarity	0.6734	NPC313274
Remote Similarity	0.6733	NPC314946
Remote Similarity	0.6727	NPC471530
Remote Similarity	0.6727	NPC66177
Remote Similarity	0.6727	NPC8305
Remote Similarity	0.6727	NPC268763
Remote Similarity	0.6726	NPC58685
Remote Similarity	0.6725	NPC471452
Remote Similarity	0.6725	NPC245923
Remote Similarity	0.6725	NPC475957
Remote Similarity	0.6724	NPC257644
Remote Similarity	0.6721	NPC79402
Remote Similarity	0.6721	NPC80759
Remote Similarity	0.6717	NPC293624
Remote Similarity	0.6708	NPC32322
Remote Similarity	0.6708	NPC259703
Remote Similarity	0.6707	NPC108129
Remote Similarity	0.6707	NPC87985
Remote Similarity	0.6706	NPC80035
Remote Similarity	0.6705	NPC181560
Remote Similarity	0.6705	NPC169452
Remote Similarity	0.6703	NPC195392
Remote Similarity	0.6703	NPC221864
Remote Similarity	0.67	NPC64576
Remote Similarity	0.67	NPC254045
Remote Similarity	0.67	NPC151470
Remote Similarity	0.67	NPC201055
Remote Similarity	0.6687	NPC135062
Remote Similarity	0.6686	NPC53896
Remote Similarity	0.6686	NPC296752
Remote Similarity	0.6685	NPC182921
Remote Similarity	0.6685	NPC470408
Remote Similarity	0.6685	NPC472211
Remote Similarity	0.6685	NPC218870
Remote Similarity	0.6685	NPC474824
Remote Similarity	0.6683	NPC314941
Remote Similarity	0.6667	NPC306765
Remote Similarity	0.6667	NPC230956
Remote Similarity	0.6667	NPC315889
Remote Similarity	0.6667	NPC477275
Remote Similarity	0.6667	NPC119649
Remote Similarity	0.6667	NPC235143
Remote Similarity	0.6667	NPC472308
Remote Similarity	0.6667	NPC231774
Remote Similarity	0.6667	NPC474813
Remote Similarity	0.6667	NPC205255
Remote Similarity	0.6667	NPC193358
Remote Similarity	0.6667	NPC1991
Remote Similarity	0.6667	NPC271388
Remote Similarity	0.6667	NPC205992
Remote Similarity	0.665	NPC314738
Remote Similarity	0.665	NPC261012
Remote Similarity	0.665	NPC109403
Remote Similarity	0.6649	NPC209377
Remote Similarity	0.6647	NPC138099
Remote Similarity	0.6647	NPC287604
Remote Similarity	0.6647	NPC202225
Remote Similarity	0.6647	NPC99731
Remote Similarity	0.6647	NPC278928
Remote Similarity	0.6647	NPC472262
Remote Similarity	0.6647	NPC161964
Remote Similarity	0.6647	NPC303910
Remote Similarity	0.6647	NPC25736
Remote Similarity	0.6647	NPC242994
Remote Similarity	0.6647	NPC171460
Remote Similarity	0.6646	NPC199273
Remote Similarity	0.6631	NPC54661
Remote Similarity	0.6631	NPC163924
Remote Similarity	0.663	NPC15506
Remote Similarity	0.6629	NPC469520
Remote Similarity	0.6629	NPC85310
Remote Similarity	0.6628	NPC476393
Remote Similarity	0.6628	NPC305060
Remote Similarity	0.6627	NPC242358
Remote Similarity	0.6627	NPC175738
Remote Similarity	0.6627	NPC246693
Remote Similarity	0.6627	NPC110609
Remote Similarity	0.6613	NPC56887
Remote Similarity	0.6613	NPC193853
Remote Similarity	0.6613	NPC223077
Remote Similarity	0.6611	NPC48949
Remote Similarity	0.6609	NPC225243
Remote Similarity	0.6608	NPC279463
Remote Similarity	0.6607	NPC253488
Remote Similarity	0.6607	NPC257390
Remote Similarity	0.6606	NPC103540
Remote Similarity	0.6606	NPC123506
Remote Similarity	0.6598	NPC214629
Remote Similarity	0.6595	NPC284495
Remote Similarity	0.6593	NPC4331
Remote Similarity	0.6593	NPC29647
Remote Similarity	0.6593	NPC96160
Remote Similarity	0.6592	NPC473719
Remote Similarity	0.6592	NPC94781
Remote Similarity	0.6591	NPC174905
Remote Similarity	0.6591	NPC451542
Remote Similarity	0.6591	NPC295712
Remote Similarity	0.6591	NPC474203
Remote Similarity	0.6591	NPC209085
Remote Similarity	0.6591	NPC293545
Remote Similarity	0.6591	NPC313047
Remote Similarity	0.6591	NPC224884
Remote Similarity	0.6591	NPC478164
Remote Similarity	0.659	NPC4214
Remote Similarity	0.659	NPC230811
Remote Similarity	0.6587	NPC96024
Remote Similarity	0.6587	NPC282923
Remote Similarity	0.6587	NPC48248
Remote Similarity	0.6587	NPC315253
Remote Similarity	0.6585	NPC471187
Remote Similarity	0.6583	NPC281629
Remote Similarity	0.6579	NPC329969
Remote Similarity	0.6578	NPC469671
Remote Similarity	0.6578	NPC126676
Remote Similarity	0.6576	NPC226428
Remote Similarity	0.6575	NPC477276
Remote Similarity	0.6573	NPC271944
Remote Similarity	0.6573	NPC85393
Remote Similarity	0.6573	NPC143685
Remote Similarity	0.6573	NPC285122
Remote Similarity	0.6573	NPC110882
Remote Similarity	0.6571	NPC91019
Remote Similarity	0.6571	NPC187843
Remote Similarity	0.6571	NPC106519
Remote Similarity	0.657	NPC191976
Remote Similarity	0.657	NPC153007
Remote Similarity	0.657	NPC86524
Remote Similarity	0.657	NPC475549
Remote Similarity	0.6568	NPC476847
Remote Similarity	0.6568	NPC244699
Remote Similarity	0.6568	NPC474517
Remote Similarity	0.6568	NPC72669
Remote Similarity	0.6566	NPC71610
Remote Similarity	0.6566	NPC96915
Remote Similarity	0.6562	NPC99723
Remote Similarity	0.6557	NPC79328
Remote Similarity	0.6556	NPC44378
Remote Similarity	0.6556	NPC280753
Remote Similarity	0.6554	NPC79627
Remote Similarity	0.6554	NPC471906
Remote Similarity	0.6554	NPC227841
Remote Similarity	0.6552	NPC143438
Remote Similarity	0.655	NPC316412
Remote Similarity	0.655	NPC12070
Remote Similarity	0.655	NPC315351
Remote Similarity	0.655	NPC44437
Remote Similarity	0.655	NPC282780
Remote Similarity	0.655	NPC288089
Remote Similarity	0.655	NPC166480

Drug Structure

NPD5033 OpenBabel08211706322D 39 42 0 0 1 0 0 0 0 0999 V2000 1.8470 2.1558 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 0.8459 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 1.6918 0.9767 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 0.9767 0.0000 C 0 0 1 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 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 -0.8459 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 -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 2.5377 1.4651 0.0000 C 0 0 1 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 -2.5377 -1.4651 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 -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 -3.3835 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4400 1.8389 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 -1.6918 -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 3.3835 -1.9535 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6918 -1.9535 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 3.5675 2.8073 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 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 11 2 0 0 0 0 7 9 1 0 0 0 0 7 10 1 0 0 0 0 8 12 2 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 21 1 6 0 0 0 10 15 1 0 0 0 0 10 22 1 6 0 0 0 11 12 1 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 17 1 0 0 0 0 14 19 1 0 0 0 0 14 20 2 0 0 0 0 15 17 1 0 0 0 0 15 24 1 1 0 0 0 16 26 1 0 0 0 0 17 27 2 0 0 0 0 18 22 1 0 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 23 1 0 0 0 0 20 30 1 0 0 0 0 21 1 1 1 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 30 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	DAP000032
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5388997
ChEBI
CAS Number

Drug Properties

Molecular Weight	444.15
ALogP	-3.3955
MLogP	2.78
XLogP	0.988
HDA	9
HBD	6
Rotatable Bonds	10
TPSA	181.62
RO5 Violation	1