NPASS drugs

Drug Information

Drug ID:	NPD5039
Drug Name:
Molecular Formula:	C22H24N2O9
Canonical SMILES:	CN([C@@H]1C(=O)/C(=C(O)/N)/C(=O)[C@@]2(C1C(O)C1C(=C(O)c3c([C@@]1(C)O)cccc3O)C2=O)O)C
Standard InCHI:	InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25-26,28,31-33H,23H2,1-3H3/b20-11+/t12?,13?,14-,17?,21+,22-/m0/s1
Standard InCHIKey:	FYDOORKXBWEKQM-YFYXGGIYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5039

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	187
0.1-0.2	907
0.2-0.3	2238
0.3-0.4	6440
0.4-0.5	7500
0.5-0.6	10825
0.6-0.7	2778
0.7-0.8	14
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	0.8066	NPC295531
Intermediate Similarity	0.7845	NPC469973
Intermediate Similarity	0.779	NPC291305
Intermediate Similarity	0.7354	NPC329790
Intermediate Similarity	0.7347	NPC96730
Intermediate Similarity	0.7257	NPC68967
Intermediate Similarity	0.7184	NPC313582
Intermediate Similarity	0.7143	NPC39528
Intermediate Similarity	0.7126	NPC2672
Intermediate Similarity	0.7072	NPC474861
Intermediate Similarity	0.7065	NPC314693
Intermediate Similarity	0.7035	NPC316164
Intermediate Similarity	0.702	NPC42286
Intermediate Similarity	0.7017	NPC314257
Intermediate Similarity	0.7011	NPC101207
Remote Similarity	0.6985	NPC313274
Remote Similarity	0.6963	NPC298339
Remote Similarity	0.6961	NPC182921
Remote Similarity	0.6961	NPC470408
Remote Similarity	0.6961	NPC472211
Remote Similarity	0.6961	NPC474824
Remote Similarity	0.6961	NPC218870
Remote Similarity	0.6946	NPC314596
Remote Similarity	0.6931	NPC314941
Remote Similarity	0.6919	NPC66909
Remote Similarity	0.6919	NPC475957
Remote Similarity	0.6912	NPC315889
Remote Similarity	0.6909	NPC87985
Remote Similarity	0.69	NPC261012
Remote Similarity	0.69	NPC314738
Remote Similarity	0.69	NPC109403
Remote Similarity	0.6898	NPC163924
Remote Similarity	0.6898	NPC54661
Remote Similarity	0.6897	NPC314946
Remote Similarity	0.6866	NPC151470
Remote Similarity	0.6866	NPC201055
Remote Similarity	0.6866	NPC64576
Remote Similarity	0.6866	NPC254045
Remote Similarity	0.6865	NPC284495
Remote Similarity	0.6857	NPC91019
Remote Similarity	0.6857	NPC106519
Remote Similarity	0.685	NPC317727
Remote Similarity	0.6848	NPC475780
Remote Similarity	0.6842	NPC329969
Remote Similarity	0.6836	NPC471906
Remote Similarity	0.6827	NPC315253
Remote Similarity	0.6824	NPC110609
Remote Similarity	0.6824	NPC246693
Remote Similarity	0.6824	NPC242358
Remote Similarity	0.6821	NPC238108
Remote Similarity	0.6821	NPC305060
Remote Similarity	0.6818	NPC474961
Remote Similarity	0.6818	NPC469520
Remote Similarity	0.6818	NPC85310
Remote Similarity	0.6811	NPC15506
Remote Similarity	0.68	NPC316412
Remote Similarity	0.68	NPC315351
Remote Similarity	0.6796	NPC315520
Remote Similarity	0.6791	NPC195392
Remote Similarity	0.6786	NPC24869
Remote Similarity	0.678	NPC3732
Remote Similarity	0.678	NPC478164
Remote Similarity	0.6778	NPC473719
Remote Similarity	0.6765	NPC476847
Remote Similarity	0.6763	NPC272268
Remote Similarity	0.6761	NPC297322
Remote Similarity	0.676	NPC143685
Remote Similarity	0.676	NPC136878
Remote Similarity	0.676	NPC285122
Remote Similarity	0.6749	NPC244191
Remote Similarity	0.6747	NPC181334
Remote Similarity	0.6744	NPC202225
Remote Similarity	0.6742	NPC79627
Remote Similarity	0.6742	NPC10764
Remote Similarity	0.674	NPC477221
Remote Similarity	0.6739	NPC68727
Remote Similarity	0.6723	NPC137649
Remote Similarity	0.6723	NPC135524
Remote Similarity	0.6723	NPC193555
Remote Similarity	0.6722	NPC162751
Remote Similarity	0.6722	NPC52161
Remote Similarity	0.6721	NPC478220
Remote Similarity	0.672	NPC80759
Remote Similarity	0.672	NPC79402
Remote Similarity	0.6717	NPC196231
Remote Similarity	0.6704	NPC170055
Remote Similarity	0.6704	NPC478160
Remote Similarity	0.6703	NPC225854
Remote Similarity	0.6703	NPC221864
Remote Similarity	0.6702	NPC315772
Remote Similarity	0.6687	NPC471187
Remote Similarity	0.6686	NPC78307
Remote Similarity	0.6686	NPC314048
Remote Similarity	0.6686	NPC115458
Remote Similarity	0.6685	NPC94781
Remote Similarity	0.6685	NPC290695
Remote Similarity	0.6685	NPC112816
Remote Similarity	0.6685	NPC106524
Remote Similarity	0.6684	NPC214629
Remote Similarity	0.6684	NPC73555
Remote Similarity	0.6667	NPC106840
Remote Similarity	0.6667	NPC230956
Remote Similarity	0.6667	NPC205918
Remote Similarity	0.6667	NPC314437
Remote Similarity	0.6667	NPC476495
Remote Similarity	0.6667	NPC71610
Remote Similarity	0.6667	NPC305845
Remote Similarity	0.6667	NPC119649
Remote Similarity	0.6667	NPC235143
Remote Similarity	0.6667	NPC478021
Remote Similarity	0.6667	NPC204045
Remote Similarity	0.6667	NPC279665
Remote Similarity	0.6667	NPC97086
Remote Similarity	0.6667	NPC31936
Remote Similarity	0.6667	NPC205255
Remote Similarity	0.6667	NPC94687
Remote Similarity	0.6667	NPC271388
Remote Similarity	0.6667	NPC187843
Remote Similarity	0.6667	NPC477276
Remote Similarity	0.665	NPC289223
Remote Similarity	0.6649	NPC255607
Remote Similarity	0.6649	NPC474501
Remote Similarity	0.6649	NPC316457
Remote Similarity	0.6649	NPC477115
Remote Similarity	0.6649	NPC156348
Remote Similarity	0.6649	NPC209377
Remote Similarity	0.6649	NPC3375
Remote Similarity	0.6648	NPC29932
Remote Similarity	0.6648	NPC476444
Remote Similarity	0.6648	NPC472939
Remote Similarity	0.6648	NPC48130
Remote Similarity	0.6648	NPC44378
Remote Similarity	0.6648	NPC280753
Remote Similarity	0.6648	NPC84568
Remote Similarity	0.6648	NPC300684
Remote Similarity	0.6648	NPC218866
Remote Similarity	0.6648	NPC244691
Remote Similarity	0.6647	NPC89769
Remote Similarity	0.6647	NPC126859
Remote Similarity	0.6647	NPC234890
Remote Similarity	0.6647	NPC259665
Remote Similarity	0.6647	NPC474766
Remote Similarity	0.6647	NPC74507
Remote Similarity	0.6635	NPC476496
Remote Similarity	0.6634	NPC293624
Remote Similarity	0.6632	NPC329647
Remote Similarity	0.6632	NPC473113
Remote Similarity	0.6632	NPC294501
Remote Similarity	0.6632	NPC470735
Remote Similarity	0.6632	NPC12890
Remote Similarity	0.663	NPC268992
Remote Similarity	0.663	NPC5568
Remote Similarity	0.663	NPC290194
Remote Similarity	0.663	NPC180944
Remote Similarity	0.663	NPC113608
Remote Similarity	0.663	NPC470338
Remote Similarity	0.663	NPC470337
Remote Similarity	0.663	NPC51824
Remote Similarity	0.663	NPC470340
Remote Similarity	0.6629	NPC248068
Remote Similarity	0.6629	NPC150712
Remote Similarity	0.6628	NPC165612
Remote Similarity	0.6628	NPC478190
Remote Similarity	0.6628	NPC17843
Remote Similarity	0.6627	NPC30491
Remote Similarity	0.6627	NPC262936
Remote Similarity	0.6618	NPC326895
Remote Similarity	0.6615	NPC256935
Remote Similarity	0.6615	NPC115906
Remote Similarity	0.6614	NPC56887
Remote Similarity	0.6614	NPC193853
Remote Similarity	0.6614	NPC223077
Remote Similarity	0.6611	NPC471683
Remote Similarity	0.661	NPC181560
Remote Similarity	0.661	NPC169452
Remote Similarity	0.6609	NPC279463
Remote Similarity	0.6609	NPC283088
Remote Similarity	0.6595	NPC478218
Remote Similarity	0.6593	NPC142846
Remote Similarity	0.6592	NPC471682
Remote Similarity	0.6592	NPC477207
Remote Similarity	0.6591	NPC13715
Remote Similarity	0.6591	NPC173980
Remote Similarity	0.659	NPC475346
Remote Similarity	0.659	NPC475457
Remote Similarity	0.659	NPC475627
Remote Similarity	0.659	NPC18982
Remote Similarity	0.6588	NPC124802
Remote Similarity	0.6587	NPC198014
Remote Similarity	0.6587	NPC135062
Remote Similarity	0.6587	NPC273683
Remote Similarity	0.6585	NPC67346
Remote Similarity	0.6585	NPC232533
Remote Similarity	0.6584	NPC281629
Remote Similarity	0.6579	NPC161151
Remote Similarity	0.6579	NPC89831
Remote Similarity	0.6578	NPC29552
Remote Similarity	0.6575	NPC51513
Remote Similarity	0.6575	NPC470330
Remote Similarity	0.6575	NPC202112

Drug Structure

NPD5039 OpenBabel08211706322D 41 44 0 0 1 0 0 0 0 0999 V2000 1.8489 2.1581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6936 2.9333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0807 0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2339 1.4667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0807 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3871 0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2339 -0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3871 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6936 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6936 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6936 0.9778 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 0.9778 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8468 1.4667 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5403 -0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6936 0.9778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 1.4667 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8468 -0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 -0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5403 -0.4889 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5403 1.4667 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 -2.5403 -1.4667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 2.4444 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.2339 -1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5403 -1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5403 1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 2.4444 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8468 -1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 -1.4667 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3871 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4437 1.8408 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.9556 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6936 -1.9556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3871 -1.9556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3871 -1.9556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6936 -1.9556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6936 2.9333 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2339 -0.4889 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5713 2.8103 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8468 -2.4444 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 7 1 0 0 0 0 6 8 2 0 0 0 0 7 9 2 0 0 0 0 7 21 1 0 0 0 0 8 9 1 0 0 0 0 8 25 1 0 0 0 0 9 15 1 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 10 18 1 0 0 0 0 11 16 1 0 0 0 0 11 19 1 0 0 0 0 11 20 2 0 0 0 0 12 17 1 0 0 0 0 12 21 1 0 0 0 0 13 14 1 0 0 0 0 13 17 1 0 0 0 0 13 22 1 0 0 0 0 14 16 1 0 0 0 0 14 24 1 1 0 0 0 15 26 1 0 0 0 0 16 27 2 0 0 0 0 17 28 1 0 0 0 0 18 22 1 0 0 0 0 18 29 2 0 0 0 0 19 22 1 0 0 0 0 19 30 2 0 0 0 0 20 23 1 0 0 0 0 20 31 1 0 0 0 0 21 1 1 1 0 0 0 21 32 1 0 0 0 0 22 33 1 1 0 0 0 23 34 1 0 0 0 0 23 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 28 38 1 0 0 0 0 31 39 1 0 0 0 0 32 40 1 0 0 0 0 33 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000401
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6426716
ChEBI
CAS Number

Drug Properties

Molecular Weight	460.15
ALogP	-3.9686
MLogP	2.67
XLogP	-0.042
HDA	10
HBD	7
Rotatable Bonds	11
TPSA	201.85
RO5 Violation	1