NPASS drugs

Drug Information

Drug ID:	NPD5032
Drug Name:
Molecular Formula:	C22H24N2O8
Canonical SMILES:	CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@H]1C(=C(O)c3c([C@@]1(C)O)cccc3O)C2=O)O)O)C(=N)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/h4-6,9-10,15,25-26,29,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1
Standard InCHIKey:	NWXMGUDVXFXRIG-WESIUVDSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5032

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	205
0.1-0.2	966
0.2-0.3	2683
0.3-0.4	7132
0.4-0.5	6430
0.5-0.6	10388
0.6-0.7	3074
0.7-0.8	7
0.8-0.85	2
0.85-0.9	2
0.9-0.95	1
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	0.9	NPC291305
High Similarity	0.8851	NPC295531
High Similarity	0.8621	NPC469973
Intermediate Similarity	0.8216	NPC39528
Intermediate Similarity	0.8042	NPC96730
Intermediate Similarity	0.7789	NPC317727
Intermediate Similarity	0.7135	NPC329790
Intermediate Similarity	0.712	NPC314693
Intermediate Similarity	0.7105	NPC298339
Intermediate Similarity	0.7086	NPC476444
Intermediate Similarity	0.7022	NPC68967
Intermediate Similarity	0.7	NPC316164
Remote Similarity	0.6989	NPC2672
Remote Similarity	0.6986	NPC313582
Remote Similarity	0.6978	NPC314257
Remote Similarity	0.6973	NPC101207
Remote Similarity	0.6957	NPC15506
Remote Similarity	0.6954	NPC289223
Remote Similarity	0.695	NPC313274
Remote Similarity	0.6939	NPC196231
Remote Similarity	0.6914	NPC297322
Remote Similarity	0.6912	NPC314596
Remote Similarity	0.69	NPC42286
Remote Similarity	0.6889	NPC280753
Remote Similarity	0.6889	NPC44378
Remote Similarity	0.6884	NPC281629
Remote Similarity	0.6881	NPC244191
Remote Similarity	0.6875	NPC291078
Remote Similarity	0.6863	NPC314946
Remote Similarity	0.6862	NPC54661
Remote Similarity	0.6862	NPC163924
Remote Similarity	0.6851	NPC315520
Remote Similarity	0.6851	NPC48949
Remote Similarity	0.685	NPC293624
Remote Similarity	0.6837	NPC209865
Remote Similarity	0.6833	NPC94781
Remote Similarity	0.6831	NPC96160
Remote Similarity	0.6831	NPC4331
Remote Similarity	0.6821	NPC272268
Remote Similarity	0.6816	NPC136878
Remote Similarity	0.6814	NPC314941
Remote Similarity	0.68	NPC279665
Remote Similarity	0.6798	NPC79627
Remote Similarity	0.6798	NPC29932
Remote Similarity	0.6796	NPC315889
Remote Similarity	0.6793	NPC471456
Remote Similarity	0.6791	NPC3375
Remote Similarity	0.6791	NPC255607
Remote Similarity	0.6789	NPC477115
Remote Similarity	0.6784	NPC58685
Remote Similarity	0.6782	NPC314738
Remote Similarity	0.6782	NPC471031
Remote Similarity	0.6782	NPC261012
Remote Similarity	0.6782	NPC471452
Remote Similarity	0.6782	NPC238108
Remote Similarity	0.6782	NPC109403
Remote Similarity	0.6782	NPC469689
Remote Similarity	0.678	NPC193555
Remote Similarity	0.6772	NPC329647
Remote Similarity	0.6772	NPC470735
Remote Similarity	0.6763	NPC473052
Remote Similarity	0.6763	NPC473055
Remote Similarity	0.676	NPC471683
Remote Similarity	0.6757	NPC474861
Remote Similarity	0.6749	NPC151470
Remote Similarity	0.6749	NPC254045
Remote Similarity	0.6749	NPC64576
Remote Similarity	0.6749	NPC201055
Remote Similarity	0.6744	NPC53896
Remote Similarity	0.6744	NPC115458
Remote Similarity	0.6743	NPC230811
Remote Similarity	0.6743	NPC13715
Remote Similarity	0.6742	NPC471682
Remote Similarity	0.674	NPC112816
Remote Similarity	0.6739	NPC472211
Remote Similarity	0.6736	NPC73555
Remote Similarity	0.6726	NPC3224
Remote Similarity	0.6726	NPC231774
Remote Similarity	0.6726	NPC1991
Remote Similarity	0.6725	NPC328070
Remote Similarity	0.6724	NPC322526
Remote Similarity	0.6724	NPC474311
Remote Similarity	0.6722	NPC285122
Remote Similarity	0.6721	NPC205918
Remote Similarity	0.672	NPC476931
Remote Similarity	0.672	NPC328494
Remote Similarity	0.6716	NPC66909
Remote Similarity	0.6716	NPC97086
Remote Similarity	0.6714	NPC315253
Remote Similarity	0.6706	NPC278928
Remote Similarity	0.6705	NPC294330
Remote Similarity	0.6704	NPC10764
Remote Similarity	0.6703	NPC68727
Remote Similarity	0.6703	NPC156348
Remote Similarity	0.6686	NPC17843
Remote Similarity	0.6686	NPC175738
Remote Similarity	0.6686	NPC471530
Remote Similarity	0.6686	NPC305060
Remote Similarity	0.6685	NPC257644
Remote Similarity	0.6684	NPC12890
Remote Similarity	0.6684	NPC473113
Remote Similarity	0.6683	NPC316412
Remote Similarity	0.6683	NPC315351
Remote Similarity	0.6667	NPC181560
Remote Similarity	0.6667	NPC315406
Remote Similarity	0.6667	NPC169452
Remote Similarity	0.6667	NPC80035
Remote Similarity	0.6667	NPC283088
Remote Similarity	0.6667	NPC170055
Remote Similarity	0.6667	NPC256935
Remote Similarity	0.665	NPC214629
Remote Similarity	0.6649	NPC182921
Remote Similarity	0.6649	NPC218870
Remote Similarity	0.6649	NPC470408
Remote Similarity	0.6649	NPC474824
Remote Similarity	0.6648	NPC50615
Remote Similarity	0.6648	NPC289358
Remote Similarity	0.6648	NPC245760
Remote Similarity	0.6648	NPC91887
Remote Similarity	0.6648	NPC143898
Remote Similarity	0.6648	NPC165191
Remote Similarity	0.6648	NPC5014
Remote Similarity	0.6648	NPC46242
Remote Similarity	0.6648	NPC149773
Remote Similarity	0.6648	NPC28592
Remote Similarity	0.6648	NPC477849
Remote Similarity	0.6648	NPC469857
Remote Similarity	0.6648	NPC473479
Remote Similarity	0.6648	NPC238629
Remote Similarity	0.6648	NPC473779
Remote Similarity	0.6648	NPC23667
Remote Similarity	0.6648	NPC157284
Remote Similarity	0.6648	NPC42384
Remote Similarity	0.6648	NPC297797
Remote Similarity	0.6648	NPC114333
Remote Similarity	0.6648	NPC51531
Remote Similarity	0.6648	NPC296752
Remote Similarity	0.6647	NPC273683
Remote Similarity	0.6647	NPC113325
Remote Similarity	0.6647	NPC279045
Remote Similarity	0.6647	NPC4170
Remote Similarity	0.6647	NPC24869
Remote Similarity	0.6634	NPC67346
Remote Similarity	0.6634	NPC232533
Remote Similarity	0.6633	NPC473300
Remote Similarity	0.6633	NPC475336
Remote Similarity	0.6633	NPC453583
Remote Similarity	0.6632	NPC470580
Remote Similarity	0.6631	NPC226428
Remote Similarity	0.6631	NPC474637
Remote Similarity	0.6629	NPC475549
Remote Similarity	0.6629	NPC477275
Remote Similarity	0.6629	NPC472308
Remote Similarity	0.6629	NPC315275
Remote Similarity	0.6629	NPC86524
Remote Similarity	0.6628	NPC244699
Remote Similarity	0.6628	NPC17083
Remote Similarity	0.6627	NPC306765
Remote Similarity	0.6616	NPC124626
Remote Similarity	0.6615	NPC198075
Remote Similarity	0.6614	NPC316457
Remote Similarity	0.6612	NPC120171
Remote Similarity	0.6611	NPC84568
Remote Similarity	0.6611	NPC300684
Remote Similarity	0.6611	NPC218866
Remote Similarity	0.6611	NPC48130
Remote Similarity	0.6611	NPC469856
Remote Similarity	0.6611	NPC145301
Remote Similarity	0.6611	NPC144247
Remote Similarity	0.6611	NPC8493
Remote Similarity	0.6611	NPC469854
Remote Similarity	0.6611	NPC469375
Remote Similarity	0.6611	NPC294679
Remote Similarity	0.661	NPC138099
Remote Similarity	0.661	NPC472903
Remote Similarity	0.661	NPC242994
Remote Similarity	0.6609	NPC175870
Remote Similarity	0.6609	NPC50924
Remote Similarity	0.6609	NPC166480
Remote Similarity	0.6609	NPC12070
Remote Similarity	0.6609	NPC6913
Remote Similarity	0.6609	NPC282780
Remote Similarity	0.6608	NPC25736
Remote Similarity	0.6608	NPC146647
Remote Similarity	0.6608	NPC34414
Remote Similarity	0.6607	NPC310540
Remote Similarity	0.6601	NPC83019
Remote Similarity	0.66	NPC67246
Remote Similarity	0.66	NPC33372
Remote Similarity	0.6599	NPC288854
Remote Similarity	0.6598	NPC294501
Remote Similarity	0.6598	NPC313708
Remote Similarity	0.6598	NPC270027
Remote Similarity	0.6595	NPC470340
Remote Similarity	0.6595	NPC180944
Remote Similarity	0.6595	NPC470337
Remote Similarity	0.6595	NPC268992
Remote Similarity	0.6595	NPC51824
Remote Similarity	0.6595	NPC113608
Remote Similarity	0.6595	NPC478220

Drug Structure

NPD5032 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 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 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 -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 4.2294 0.4884 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 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 -3.5675 -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 2 0 0 0 0 14 20 1 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 1 0 0 0 0 20 23 2 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 25 34 1 0 0 0 0 26 35 1 0 0 0 0 29 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	DAP001527
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54675776
ChEBI
CAS Number

Drug Properties

Molecular Weight	444.15
ALogP	-2.9195
MLogP	2.78
XLogP	0.835
HDA	9
HBD	7
Rotatable Bonds	11
TPSA	182.61
RO5 Violation	1