NPASS drugs

Drug Information

Drug ID:	NPD5150
Drug Name:	MSH-1001
Molecular Formula:	C22H27N5O4
Canonical SMILES:	N#CNC(=NCc1ccccc1)N[C@@H]1c2cc(N)ccc2O[C@]([C@H]1O)(C)C(OC)OC
Standard InCHI:	InChI=1S/C22H27N5O4/c1-22(20(29-2)30-3)19(28)18(16-11-15(24)9-10-17(16)31-22)27-21(26-13-23)25-12-14-7-5-4-6-8-14/h4-11,18-20,28H,12,24H2,1-3H3,(H2,25,26,27)/t18-,19+,22+/m1/s1
Standard InCHIKey:	OZHUPJHJQIEDFA-DXIQSLLYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5150

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	218
0.1-0.2	1212
0.2-0.3	5804
0.3-0.4	7025
0.4-0.5	7957
0.5-0.6	7823
0.6-0.7	849
0.7-0.8	2
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	0.7136	NPC475754
Intermediate Similarity	0.7105	NPC310894
Remote Similarity	0.699	NPC311357
Remote Similarity	0.6935	NPC10730
Remote Similarity	0.6935	NPC10875
Remote Similarity	0.6931	NPC139506
Remote Similarity	0.6931	NPC292143
Remote Similarity	0.6927	NPC85482
Remote Similarity	0.6912	NPC314948
Remote Similarity	0.6878	NPC72291
Remote Similarity	0.6866	NPC474059
Remote Similarity	0.6854	NPC231163
Remote Similarity	0.6854	NPC318591
Remote Similarity	0.6829	NPC472191
Remote Similarity	0.6829	NPC478049
Remote Similarity	0.6821	NPC168153
Remote Similarity	0.6802	NPC141739
Remote Similarity	0.6802	NPC136112
Remote Similarity	0.6794	NPC159101
Remote Similarity	0.6786	NPC2314
Remote Similarity	0.6774	NPC13397
Remote Similarity	0.6772	NPC160931
Remote Similarity	0.6772	NPC37205
Remote Similarity	0.6755	NPC2295
Remote Similarity	0.6755	NPC477564
Remote Similarity	0.6755	NPC315257
Remote Similarity	0.675	NPC275132
Remote Similarity	0.6743	NPC108826
Remote Similarity	0.6722	NPC36434
Remote Similarity	0.6718	NPC225381
Remote Similarity	0.6714	NPC473460
Remote Similarity	0.6702	NPC22014
Remote Similarity	0.6699	NPC162653
Remote Similarity	0.6699	NPC472330
Remote Similarity	0.6699	NPC472329
Remote Similarity	0.6696	NPC17160
Remote Similarity	0.6696	NPC313720
Remote Similarity	0.6686	NPC471321
Remote Similarity	0.6686	NPC471306
Remote Similarity	0.6685	NPC298821
Remote Similarity	0.6685	NPC212850
Remote Similarity	0.6685	NPC83289
Remote Similarity	0.6685	NPC189724
Remote Similarity	0.6683	NPC117717
Remote Similarity	0.6667	NPC112766
Remote Similarity	0.6667	NPC247018
Remote Similarity	0.6667	NPC307123
Remote Similarity	0.6667	NPC178466
Remote Similarity	0.6667	NPC97870
Remote Similarity	0.6667	NPC476575
Remote Similarity	0.6667	NPC49353
Remote Similarity	0.6667	NPC63628
Remote Similarity	0.6652	NPC148124
Remote Similarity	0.6651	NPC25897
Remote Similarity	0.6649	NPC245974
Remote Similarity	0.6649	NPC76213
Remote Similarity	0.6649	NPC277669
Remote Similarity	0.6648	NPC123761
Remote Similarity	0.6648	NPC204546
Remote Similarity	0.6636	NPC477160
Remote Similarity	0.6634	NPC135772
Remote Similarity	0.6631	NPC60538
Remote Similarity	0.6631	NPC207824
Remote Similarity	0.663	NPC136951
Remote Similarity	0.663	NPC97004
Remote Similarity	0.663	NPC247298
Remote Similarity	0.663	NPC161155
Remote Similarity	0.6619	NPC214368
Remote Similarity	0.6615	NPC195392
Remote Similarity	0.6615	NPC315498
Remote Similarity	0.6615	NPC230942
Remote Similarity	0.6609	NPC320242
Remote Similarity	0.6606	NPC99724
Remote Similarity	0.6604	NPC473422
Remote Similarity	0.6602	NPC302001
Remote Similarity	0.6598	NPC19555
Remote Similarity	0.6597	NPC29647
Remote Similarity	0.6596	NPC184161
Remote Similarity	0.6596	NPC219383
Remote Similarity	0.6596	NPC476742
Remote Similarity	0.6595	NPC97282
Remote Similarity	0.6593	NPC168861
Remote Similarity	0.6584	NPC248642
Remote Similarity	0.6583	NPC316161
Remote Similarity	0.6579	NPC292003
Remote Similarity	0.6573	NPC261388
Remote Similarity	0.6567	NPC469831
Remote Similarity	0.6567	NPC267408
Remote Similarity	0.6566	NPC475215
Remote Similarity	0.6566	NPC108434
Remote Similarity	0.6564	NPC276944
Remote Similarity	0.6564	NPC232514
Remote Similarity	0.6564	NPC238530
Remote Similarity	0.6561	NPC476741
Remote Similarity	0.6558	NPC168250
Remote Similarity	0.6556	NPC237227
Remote Similarity	0.6553	NPC79213
Remote Similarity	0.6552	NPC156576
Remote Similarity	0.6546	NPC204179
Remote Similarity	0.6546	NPC70172
Remote Similarity	0.6545	NPC70549
Remote Similarity	0.6542	NPC257266
Remote Similarity	0.6535	NPC477561
Remote Similarity	0.6535	NPC476574
Remote Similarity	0.6535	NPC179704
Remote Similarity	0.6535	NPC312918
Remote Similarity	0.6535	NPC155442
Remote Similarity	0.6533	NPC192135
Remote Similarity	0.6533	NPC66341
Remote Similarity	0.6533	NPC477020
Remote Similarity	0.6533	NPC248903
Remote Similarity	0.6531	NPC81247
Remote Similarity	0.6531	NPC304659
Remote Similarity	0.6531	NPC476573
Remote Similarity	0.6531	NPC86144
Remote Similarity	0.6531	NPC35627
Remote Similarity	0.653	NPC288349
Remote Similarity	0.6524	NPC212163
Remote Similarity	0.6524	NPC476743
Remote Similarity	0.6522	NPC314702
Remote Similarity	0.652	NPC469830
Remote Similarity	0.6517	NPC118633
Remote Similarity	0.6517	NPC148693
Remote Similarity	0.6517	NPC294790
Remote Similarity	0.6515	NPC152212
Remote Similarity	0.6512	NPC257728
Remote Similarity	0.651	NPC291359
Remote Similarity	0.6505	NPC48490
Remote Similarity	0.6505	NPC82457
Remote Similarity	0.6505	NPC175890
Remote Similarity	0.6505	NPC274661
Remote Similarity	0.6505	NPC11296
Remote Similarity	0.6505	NPC281581
Remote Similarity	0.65	NPC187678
Remote Similarity	0.6493	NPC242728
Remote Similarity	0.6489	NPC26928
Remote Similarity	0.6489	NPC476744
Remote Similarity	0.6488	NPC57036
Remote Similarity	0.6485	NPC244554
Remote Similarity	0.6485	NPC126284
Remote Similarity	0.6484	NPC214988
Remote Similarity	0.6482	NPC225597
Remote Similarity	0.6482	NPC470739
Remote Similarity	0.6482	NPC477640
Remote Similarity	0.6481	NPC153365
Remote Similarity	0.6477	NPC79328
Remote Similarity	0.6473	NPC191132
Remote Similarity	0.6473	NPC60295
Remote Similarity	0.6471	NPC33902
Remote Similarity	0.6471	NPC276674
Remote Similarity	0.6468	NPC283999
Remote Similarity	0.6467	NPC195814
Remote Similarity	0.6465	NPC290759
Remote Similarity	0.6465	NPC83198
Remote Similarity	0.6465	NPC266176
Remote Similarity	0.6465	NPC158148
Remote Similarity	0.6465	NPC82533
Remote Similarity	0.6465	NPC204908
Remote Similarity	0.6462	NPC24954
Remote Similarity	0.6462	NPC247251
Remote Similarity	0.6462	NPC295676
Remote Similarity	0.6458	NPC193949
Remote Similarity	0.6458	NPC93593
Remote Similarity	0.6458	NPC39701
Remote Similarity	0.6458	NPC41178
Remote Similarity	0.6458	NPC216459
Remote Similarity	0.6458	NPC110416
Remote Similarity	0.6458	NPC469817
Remote Similarity	0.6458	NPC184026
Remote Similarity	0.6458	NPC295691
Remote Similarity	0.6458	NPC249797
Remote Similarity	0.6458	NPC127674
Remote Similarity	0.6458	NPC189266
Remote Similarity	0.6458	NPC2413
Remote Similarity	0.6458	NPC278799
Remote Similarity	0.6458	NPC5238
Remote Similarity	0.6458	NPC204828
Remote Similarity	0.6458	NPC172765
Remote Similarity	0.6458	NPC207757
Remote Similarity	0.6458	NPC276588
Remote Similarity	0.6458	NPC54379
Remote Similarity	0.6458	NPC138487
Remote Similarity	0.6456	NPC186546
Remote Similarity	0.6456	NPC476576
Remote Similarity	0.6456	NPC474904
Remote Similarity	0.6455	NPC477565
Remote Similarity	0.6455	NPC139699
Remote Similarity	0.6455	NPC114659
Remote Similarity	0.6455	NPC103379
Remote Similarity	0.6453	NPC32413
Remote Similarity	0.6453	NPC474506
Remote Similarity	0.6452	NPC25961
Remote Similarity	0.645	NPC152680
Remote Similarity	0.645	NPC190783
Remote Similarity	0.645	NPC232386
Remote Similarity	0.6442	NPC79293
Remote Similarity	0.6442	NPC279401
Remote Similarity	0.6441	NPC288110
Remote Similarity	0.6436	NPC15919
Remote Similarity	0.6436	NPC476151

Drug Structure

NPD5150 OpenBabel08211706322D 36 38 0 0 1 0 0 0 0 0999 V2000 1.0960 -0.4540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2627 2.6395 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2900 1.3006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0629 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2191 1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0629 2.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3753 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2191 3.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5315 0.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6876 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6876 1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5315 3.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 5.3590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3753 2.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5315 1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 0.4872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9487 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8438 1.4615 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.6168 1.0803 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 3.4103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 0.4872 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6876 5.8462 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3753 1.9487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6876 2.9231 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 4.3846 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9231 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6876 1.9487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4897 2.0464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5170 0.7075 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 -4.2191 1.4615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3753 2.9231 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6876 4.8718 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8438 3.4103 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5315 1.4615 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 29 1 0 0 0 0 3 30 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 14 2 0 0 0 0 8 14 1 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 14 1 0 0 0 0 12 25 1 0 0 0 0 13 23 3 0 0 0 0 13 26 1 0 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 17 31 1 0 0 0 0 18 19 1 0 0 0 0 18 27 1 1 0 0 0 19 22 1 6 0 0 0 19 28 1 0 0 0 0 20 22 1 0 0 0 0 20 29 1 0 0 0 0 20 30 1 0 0 0 0 21 25 2 3 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 22 1 1 6 0 0 0 22 31 1 0 0 0 0 24 32 1 0 0 0 0 24 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 28 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000926
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.21
ALogP	-1.8291
MLogP	2.89
XLogP	3.419
HDA	8
HBD	4
Rotatable Bonds	13
TPSA	134.15
RO5 Violation	0