NPASS drugs

Drug Information

Drug ID:	NPD8161
Drug Name:	MK-944a
Molecular Formula:	C39H48N4O5
Canonical SMILES:	O[C@@H](C[C@H](C(=N[C@@H]1[C@H](O)Cc2c1cccc2)O)Cc1ccccc1)CN1CCN(C[C@H]1C(=NC(C)(C)C)O)Cc1cc2c(o1)cccc2
Standard InCHI:	InChI=1S/C39H48N4O5/c1-39(2,3)41-38(47)33-25-42(24-31-21-28-14-8-10-16-35(28)48-31)17-18-43(33)23-30(44)20-29(19-26-11-5-4-6-12-26)37(46)40-36-32-15-9-7-13-27(32)22-34(36)45/h4-16,21,29-30,33-34,36,44-45H,17-20,22-25H2,1-3H3,(H,40,46)(H,41,47)/t29-,30+,33+,34-,36+/m1/s1
Standard InCHIKey:	AOMZDQMIOCTPQP-QHQMVRJISA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8161

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	223
0.1-0.2	1072
0.2-0.3	2999
0.3-0.4	9113
0.4-0.5	4504
0.5-0.6	11532
0.6-0.7	1437
0.7-0.8	10
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	0.7758	NPC75179
Intermediate Similarity	0.7202	NPC254700
Intermediate Similarity	0.7173	NPC476443
Intermediate Similarity	0.7173	NPC133817
Intermediate Similarity	0.7071	NPC164608
Intermediate Similarity	0.7044	NPC315542
Intermediate Similarity	0.7039	NPC473407
Intermediate Similarity	0.7039	NPC473378
Intermediate Similarity	0.7014	NPC37957
Intermediate Similarity	0.701	NPC276120
Remote Similarity	0.699	NPC283207
Remote Similarity	0.6986	NPC149962
Remote Similarity	0.6985	NPC155506
Remote Similarity	0.6985	NPC159767
Remote Similarity	0.6982	NPC170101
Remote Similarity	0.6967	NPC207239
Remote Similarity	0.6967	NPC123859
Remote Similarity	0.6965	NPC475421
Remote Similarity	0.6955	NPC38964
Remote Similarity	0.6954	NPC471651
Remote Similarity	0.6952	NPC144314
Remote Similarity	0.6946	NPC167763
Remote Similarity	0.6946	NPC470112
Remote Similarity	0.6946	NPC470903
Remote Similarity	0.6935	NPC137627
Remote Similarity	0.6931	NPC32064
Remote Similarity	0.6919	NPC50548
Remote Similarity	0.69	NPC476227
Remote Similarity	0.6892	NPC316368
Remote Similarity	0.6892	NPC284236
Remote Similarity	0.6892	NPC82056
Remote Similarity	0.6888	NPC472923
Remote Similarity	0.6884	NPC230611
Remote Similarity	0.6878	NPC245974
Remote Similarity	0.6862	NPC247298
Remote Similarity	0.6861	NPC153923
Remote Similarity	0.6856	NPC319320
Remote Similarity	0.6856	NPC287757
Remote Similarity	0.6854	NPC242728
Remote Similarity	0.6847	NPC478047
Remote Similarity	0.6847	NPC314914
Remote Similarity	0.6847	NPC321226
Remote Similarity	0.6847	NPC328856
Remote Similarity	0.6847	NPC478046
Remote Similarity	0.6847	NPC180210
Remote Similarity	0.6842	NPC223873
Remote Similarity	0.684	NPC46744
Remote Similarity	0.684	NPC70290
Remote Similarity	0.684	NPC215098
Remote Similarity	0.684	NPC124302
Remote Similarity	0.684	NPC14622
Remote Similarity	0.684	NPC73020
Remote Similarity	0.6834	NPC40234
Remote Similarity	0.6829	NPC294951
Remote Similarity	0.6822	NPC316164
Remote Similarity	0.6816	NPC473402
Remote Similarity	0.6814	NPC327005
Remote Similarity	0.6811	NPC471316
Remote Similarity	0.6804	NPC56635
Remote Similarity	0.6802	NPC470002
Remote Similarity	0.6802	NPC470001
Remote Similarity	0.6802	NPC478048
Remote Similarity	0.6797	NPC329631
Remote Similarity	0.6796	NPC299806
Remote Similarity	0.6796	NPC138083
Remote Similarity	0.6791	NPC119818
Remote Similarity	0.6791	NPC2173
Remote Similarity	0.6791	NPC328700
Remote Similarity	0.6791	NPC202771
Remote Similarity	0.6777	NPC471563
Remote Similarity	0.6776	NPC226652
Remote Similarity	0.6776	NPC314100
Remote Similarity	0.6776	NPC120671
Remote Similarity	0.6776	NPC72788
Remote Similarity	0.6774	NPC314946
Remote Similarity	0.6768	NPC71205
Remote Similarity	0.6766	NPC306804
Remote Similarity	0.6763	NPC149571
Remote Similarity	0.6762	NPC226708
Remote Similarity	0.6758	NPC476496
Remote Similarity	0.6751	NPC476750
Remote Similarity	0.6746	NPC64140
Remote Similarity	0.6746	NPC469437
Remote Similarity	0.6746	NPC174122
Remote Similarity	0.6743	NPC79130
Remote Similarity	0.6734	NPC294516
Remote Similarity	0.6734	NPC233650
Remote Similarity	0.6734	NPC107938
Remote Similarity	0.6734	NPC473502
Remote Similarity	0.6733	NPC279871
Remote Similarity	0.6733	NPC473354
Remote Similarity	0.6733	NPC26108
Remote Similarity	0.6731	NPC4910
Remote Similarity	0.6731	NPC329731
Remote Similarity	0.6719	NPC233702
Remote Similarity	0.6716	NPC45037
Remote Similarity	0.6713	NPC311357
Remote Similarity	0.6712	NPC205926
Remote Similarity	0.6712	NPC476495
Remote Similarity	0.6712	NPC94687
Remote Similarity	0.6712	NPC106840
Remote Similarity	0.67	NPC211713
Remote Similarity	0.67	NPC134858
Remote Similarity	0.67	NPC50016
Remote Similarity	0.67	NPC88378
Remote Similarity	0.67	NPC129578
Remote Similarity	0.6699	NPC234069
Remote Similarity	0.6699	NPC471526
Remote Similarity	0.6699	NPC27887
Remote Similarity	0.6698	NPC184933
Remote Similarity	0.6698	NPC59827
Remote Similarity	0.6697	NPC476500
Remote Similarity	0.6696	NPC315914
Remote Similarity	0.6683	NPC153631
Remote Similarity	0.6683	NPC222524
Remote Similarity	0.6682	NPC293347
Remote Similarity	0.6667	NPC314596
Remote Similarity	0.6667	NPC475123
Remote Similarity	0.6667	NPC67080
Remote Similarity	0.6667	NPC308709
Remote Similarity	0.6667	NPC475204
Remote Similarity	0.6667	NPC324081
Remote Similarity	0.6667	NPC477258
Remote Similarity	0.6667	NPC478075
Remote Similarity	0.6667	NPC326895
Remote Similarity	0.6667	NPC473305
Remote Similarity	0.6667	NPC163961
Remote Similarity	0.6667	NPC29531
Remote Similarity	0.6652	NPC14390
Remote Similarity	0.6652	NPC316292
Remote Similarity	0.6651	NPC473422
Remote Similarity	0.665	NPC328649
Remote Similarity	0.665	NPC136797
Remote Similarity	0.665	NPC309692
Remote Similarity	0.6649	NPC68967
Remote Similarity	0.6649	NPC189724
Remote Similarity	0.6649	NPC83289
Remote Similarity	0.6649	NPC212850
Remote Similarity	0.6636	NPC67346
Remote Similarity	0.6636	NPC24228
Remote Similarity	0.6636	NPC97086
Remote Similarity	0.6636	NPC234318
Remote Similarity	0.6635	NPC128683
Remote Similarity	0.6635	NPC28510
Remote Similarity	0.6635	NPC477526
Remote Similarity	0.6634	NPC308267
Remote Similarity	0.6634	NPC194671
Remote Similarity	0.6634	NPC210140
Remote Similarity	0.6634	NPC269750
Remote Similarity	0.6634	NPC150879
Remote Similarity	0.6619	NPC169387
Remote Similarity	0.6619	NPC477259
Remote Similarity	0.6618	NPC303581
Remote Similarity	0.6618	NPC67978
Remote Similarity	0.6607	NPC314817
Remote Similarity	0.6607	NPC66191
Remote Similarity	0.6607	NPC316297
Remote Similarity	0.6606	NPC473460
Remote Similarity	0.6605	NPC477527
Remote Similarity	0.6604	NPC41122
Remote Similarity	0.6604	NPC318805
Remote Similarity	0.6602	NPC241704
Remote Similarity	0.6601	NPC273755
Remote Similarity	0.66	NPC226287
Remote Similarity	0.6597	NPC16188
Remote Similarity	0.6596	NPC17160
Remote Similarity	0.6596	NPC313720
Remote Similarity	0.6591	NPC257266
Remote Similarity	0.6588	NPC166979
Remote Similarity	0.6587	NPC195538
Remote Similarity	0.6585	NPC2314
Remote Similarity	0.6584	NPC317272
Remote Similarity	0.6584	NPC476749
Remote Similarity	0.6584	NPC250846
Remote Similarity	0.6584	NPC268503
Remote Similarity	0.6584	NPC42549
Remote Similarity	0.6584	NPC240841
Remote Similarity	0.6584	NPC196091
Remote Similarity	0.6584	NPC256012
Remote Similarity	0.6573	NPC94499
Remote Similarity	0.6571	NPC249996
Remote Similarity	0.6571	NPC16357
Remote Similarity	0.6571	NPC302245
Remote Similarity	0.6571	NPC95426
Remote Similarity	0.657	NPC476321
Remote Similarity	0.6569	NPC158277
Remote Similarity	0.6567	NPC141957
Remote Similarity	0.6566	NPC25084
Remote Similarity	0.6566	NPC247639
Remote Similarity	0.6561	NPC257728
Remote Similarity	0.656	NPC140577
Remote Similarity	0.656	NPC232533
Remote Similarity	0.656	NPC243483
Remote Similarity	0.656	NPC43069
Remote Similarity	0.6558	NPC66909
Remote Similarity	0.6555	NPC476202
Remote Similarity	0.6552	NPC89831
Remote Similarity	0.655	NPC250960
Remote Similarity	0.655	NPC71539
Remote Similarity	0.6548	NPC471649

Drug Structure

NPD8161 OpenBabel08211713002D 52 57 0 0 1 0 0 0 0 0999 V2000 3.1456 5.2728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6456 4.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 4.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4398 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4398 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5738 -1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6945 -4.6673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3855 -3.7163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5738 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6726 -4.8752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0546 -2.9731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3417 -4.1321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7078 -0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3417 -4.1321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 -0.0933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1097 1.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9135 0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 -3.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.9067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 8.6508 -3.1810 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 -2.5933 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9757 -1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 4.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8417 -1.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 3.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6018 -2.8720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 -1.5933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 3.4067 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 6.9757 2.9067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3450 -3.5412 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 -1.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 4.4067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 39 1 0 0 0 0 2 39 1 0 0 0 0 3 39 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 10 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 16 1 0 0 0 0 11 26 2 0 0 0 0 12 26 1 0 0 0 0 13 27 2 0 0 0 0 14 28 2 0 0 0 0 15 32 2 0 0 0 0 16 35 2 0 0 0 0 17 18 1 0 0 0 0 17 42 1 0 0 0 0 18 43 1 0 0 0 0 19 26 1 0 0 0 0 20 29 1 0 0 0 0 21 28 1 0 0 0 0 21 31 2 0 0 0 0 22 27 1 0 0 0 0 22 34 1 0 0 0 0 23 30 1 0 0 0 0 23 43 1 0 0 0 0 24 31 1 0 0 0 0 24 42 1 0 0 0 0 25 33 1 0 0 0 0 25 42 1 0 0 0 0 27 32 1 0 0 0 0 28 35 1 0 0 0 0 29 19 1 1 0 0 0 29 37 1 0 0 0 0 30 20 1 1 0 0 0 30 44 1 0 0 0 0 31 48 1 0 0 0 0 32 36 1 0 0 0 0 33 38 1 1 0 0 0 33 43 1 0 0 0 0 34 36 1 0 0 0 0 34 45 1 6 0 0 0 35 48 1 0 0 0 0 36 40 1 6 0 0 0 37 40 2 3 0 0 0 37 46 1 0 0 0 0 38 41 2 3 0 0 0 38 47 1 0 0 0 0 39 41 1 0 0 0 0 44 49 1 0 0 0 0 45 50 1 0 0 0 0 46 51 1 0 0 0 0 47 52 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007799
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	652.36
ALogP	-0.0458
MLogP	4.76
XLogP	8.347
HDA	8
HBD	4
Rotatable Bonds	19
TPSA	125.26
RO5 Violation	2