NPASS drugs

Drug Information

Drug ID:	NPD7939
Drug Name:	XM-323
Molecular Formula:	C35H38N2O5
Canonical SMILES:	OCc1ccc(cc1)CN1[C@H](Cc2ccccc2)[C@H](O)[C@H]([C@H](N(C1=O)Cc1ccc(cc1)CO)Cc1ccccc1)O
Standard InCHI:	InChI=1S/C35H38N2O5/c38-23-29-15-11-27(12-16-29)21-36-31(19-25-7-3-1-4-8-25)33(40)34(41)32(20-26-9-5-2-6-10-26)37(35(36)42)22-28-13-17-30(24-39)18-14-28/h1-18,31-34,38-41H,19-24H2/t31-,32-,33+,34+/m1/s1
Standard InCHIKey:	XCVGQMUMMDXKCY-WZJLIZBTSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7939

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	130
0.1-0.2	862
0.2-0.3	2706
0.3-0.4	9811
0.4-0.5	12601
0.5-0.6	4372
0.6-0.7	403
0.7-0.8	5
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	0.7368	NPC292758
Intermediate Similarity	0.7368	NPC65855
Intermediate Similarity	0.7047	NPC313663
Intermediate Similarity	0.7023	NPC214200
Intermediate Similarity	0.7023	NPC228400
Remote Similarity	0.6954	NPC474787
Remote Similarity	0.6954	NPC476102
Remote Similarity	0.6954	NPC474855
Remote Similarity	0.6954	NPC79465
Remote Similarity	0.6954	NPC293377
Remote Similarity	0.6954	NPC9687
Remote Similarity	0.6954	NPC76785
Remote Similarity	0.6954	NPC90194
Remote Similarity	0.6954	NPC474811
Remote Similarity	0.6954	NPC273907
Remote Similarity	0.6954	NPC49577
Remote Similarity	0.6954	NPC475598
Remote Similarity	0.6954	NPC151706
Remote Similarity	0.6954	NPC475318
Remote Similarity	0.6954	NPC118099
Remote Similarity	0.6954	NPC260045
Remote Similarity	0.6923	NPC326232
Remote Similarity	0.6849	NPC307020
Remote Similarity	0.6809	NPC101139
Remote Similarity	0.6792	NPC254798
Remote Similarity	0.6779	NPC469666
Remote Similarity	0.6776	NPC132847
Remote Similarity	0.6735	NPC285394
Remote Similarity	0.6711	NPC199738
Remote Similarity	0.6711	NPC210950
Remote Similarity	0.6691	NPC211551
Remote Similarity	0.6627	NPC233650
Remote Similarity	0.6624	NPC251439
Remote Similarity	0.6623	NPC473360
Remote Similarity	0.6618	NPC147000
Remote Similarity	0.6618	NPC226778
Remote Similarity	0.6618	NPC150254
Remote Similarity	0.6618	NPC304761
Remote Similarity	0.6608	NPC210140
Remote Similarity	0.6601	NPC208757
Remote Similarity	0.6588	NPC169743
Remote Similarity	0.6588	NPC134858
Remote Similarity	0.6587	NPC73644
Remote Similarity	0.6543	NPC473491
Remote Similarity	0.6538	NPC77992
Remote Similarity	0.6533	NPC136453
Remote Similarity	0.6531	NPC314192
Remote Similarity	0.6519	NPC168861
Remote Similarity	0.6514	NPC119652
Remote Similarity	0.6514	NPC97526
Remote Similarity	0.6512	NPC150879
Remote Similarity	0.649	NPC152850
Remote Similarity	0.649	NPC71933
Remote Similarity	0.649	NPC239990
Remote Similarity	0.649	NPC89923
Remote Similarity	0.649	NPC105114
Remote Similarity	0.6474	NPC127741
Remote Similarity	0.6471	NPC327226
Remote Similarity	0.6467	NPC477249
Remote Similarity	0.6467	NPC477248
Remote Similarity	0.646	NPC328824
Remote Similarity	0.6456	NPC476989
Remote Similarity	0.6453	NPC42549
Remote Similarity	0.6453	NPC317272
Remote Similarity	0.6453	NPC256012
Remote Similarity	0.6453	NPC268503
Remote Similarity	0.6453	NPC250846
Remote Similarity	0.6453	NPC240841
Remote Similarity	0.645	NPC191863
Remote Similarity	0.645	NPC289776
Remote Similarity	0.645	NPC133470
Remote Similarity	0.6443	NPC46427
Remote Similarity	0.6438	NPC470546
Remote Similarity	0.6438	NPC473922
Remote Similarity	0.6434	NPC474544
Remote Similarity	0.6434	NPC1986
Remote Similarity	0.6433	NPC316906
Remote Similarity	0.6429	NPC257390
Remote Similarity	0.6424	NPC65310
Remote Similarity	0.6424	NPC275839
Remote Similarity	0.6414	NPC470544
Remote Similarity	0.6408	NPC269340
Remote Similarity	0.6402	NPC233702
Remote Similarity	0.6386	NPC476268
Remote Similarity	0.6382	NPC319766
Remote Similarity	0.638	NPC94602
Remote Similarity	0.638	NPC245974
Remote Similarity	0.6376	NPC252878
Remote Similarity	0.6376	NPC109151
Remote Similarity	0.637	NPC226096
Remote Similarity	0.637	NPC470545
Remote Similarity	0.637	NPC108606
Remote Similarity	0.637	NPC164514
Remote Similarity	0.637	NPC290515
Remote Similarity	0.637	NPC303611
Remote Similarity	0.6364	NPC120251
Remote Similarity	0.6364	NPC157311
Remote Similarity	0.6358	NPC44649
Remote Similarity	0.6358	NPC4974
Remote Similarity	0.6358	NPC475578
Remote Similarity	0.6352	NPC150712
Remote Similarity	0.6347	NPC26601
Remote Similarity	0.6343	NPC473354
Remote Similarity	0.634	NPC40488
Remote Similarity	0.634	NPC111428
Remote Similarity	0.634	NPC473322
Remote Similarity	0.634	NPC17374
Remote Similarity	0.6337	NPC328649
Remote Similarity	0.6328	NPC45037
Remote Similarity	0.6323	NPC246079
Remote Similarity	0.6323	NPC44805
Remote Similarity	0.6323	NPC8761
Remote Similarity	0.6322	NPC89831
Remote Similarity	0.6322	NPC230611
Remote Similarity	0.6313	NPC471526
Remote Similarity	0.6312	NPC323123
Remote Similarity	0.6301	NPC280022
Remote Similarity	0.6299	NPC124802
Remote Similarity	0.6289	NPC214988
Remote Similarity	0.6286	NPC248670
Remote Similarity	0.6282	NPC244866
Remote Similarity	0.628	NPC476757
Remote Similarity	0.6278	NPC294951
Remote Similarity	0.6277	NPC316797
Remote Similarity	0.6272	NPC244336
Remote Similarity	0.6269	NPC20142
Remote Similarity	0.6269	NPC215351
Remote Similarity	0.6264	NPC94862
Remote Similarity	0.6259	NPC224610
Remote Similarity	0.6259	NPC194390
Remote Similarity	0.6259	NPC88267
Remote Similarity	0.6259	NPC311737
Remote Similarity	0.6259	NPC113326
Remote Similarity	0.6259	NPC38458
Remote Similarity	0.6258	NPC16188
Remote Similarity	0.6258	NPC247298
Remote Similarity	0.6258	NPC126859
Remote Similarity	0.6258	NPC89769
Remote Similarity	0.6258	NPC255447
Remote Similarity	0.6258	NPC259665
Remote Similarity	0.6257	NPC221864
Remote Similarity	0.6257	NPC36607
Remote Similarity	0.625	NPC211468
Remote Similarity	0.625	NPC219233
Remote Similarity	0.625	NPC159767
Remote Similarity	0.625	NPC170170
Remote Similarity	0.625	NPC473402
Remote Similarity	0.625	NPC171372
Remote Similarity	0.625	NPC155506
Remote Similarity	0.625	NPC158277
Remote Similarity	0.625	NPC206900
Remote Similarity	0.625	NPC476227
Remote Similarity	0.625	NPC474847
Remote Similarity	0.625	NPC136797
Remote Similarity	0.6242	NPC474473
Remote Similarity	0.6242	NPC476990
Remote Similarity	0.6235	NPC266741
Remote Similarity	0.6235	NPC186063
Remote Similarity	0.6235	NPC25084
Remote Similarity	0.6235	NPC471122
Remote Similarity	0.6235	NPC247639
Remote Similarity	0.6221	NPC205255
Remote Similarity	0.6221	NPC119649
Remote Similarity	0.6221	NPC235143
Remote Similarity	0.6221	NPC230956
Remote Similarity	0.6221	NPC271388
Remote Similarity	0.6221	NPC63931
Remote Similarity	0.6215	NPC475215
Remote Similarity	0.6215	NPC108434
Remote Similarity	0.6215	NPC50016
Remote Similarity	0.6209	NPC278097
Remote Similarity	0.6207	NPC35850
Remote Similarity	0.6207	NPC276949
Remote Similarity	0.6205	NPC246587
Remote Similarity	0.6205	NPC24233
Remote Similarity	0.6205	NPC476571
Remote Similarity	0.6205	NPC147390
Remote Similarity	0.6205	NPC428
Remote Similarity	0.6205	NPC135538
Remote Similarity	0.62	NPC202521
Remote Similarity	0.6196	NPC81026
Remote Similarity	0.6193	NPC273755
Remote Similarity	0.619	NPC82963
Remote Similarity	0.6188	NPC476259
Remote Similarity	0.6185	NPC304074
Remote Similarity	0.6185	NPC80759
Remote Similarity	0.6185	NPC290755
Remote Similarity	0.6185	NPC471771
Remote Similarity	0.6185	NPC79402
Remote Similarity	0.6185	NPC471124
Remote Similarity	0.6185	NPC60186
Remote Similarity	0.6182	NPC212799
Remote Similarity	0.6178	NPC287401
Remote Similarity	0.6178	NPC3202
Remote Similarity	0.6176	NPC184026
Remote Similarity	0.6176	NPC249797
Remote Similarity	0.6176	NPC54379
Remote Similarity	0.6176	NPC5238
Remote Similarity	0.6176	NPC295691
Remote Similarity	0.6176	NPC39701

Drug Structure

NPD7939 OpenBabel08211712032D 46 50 0 0 1 0 0 0 0 0999 V2000 -0.7561 -5.5703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4754 -0.9064 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1900 -4.6694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2411 -5.6451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3264 0.0824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6936 -1.5299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6266 -3.8431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8044 -4.8188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3955 0.4478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7627 -1.1646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4838 0.0573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7535 -1.1208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1640 0.7903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4337 -0.3877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9339 -3.0916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6828 0.1896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0984 -1.6313 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8191 1.3009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3706 -3.9179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6137 -0.1757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7786 -0.8983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1389 0.5678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.1906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9010 -0.4339 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 -2.1906 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1235 -1.4088 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9010 -0.4339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1235 -1.4088 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7940 1.0784 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9339 -3.0916 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0984 -1.6313 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6828 0.1896 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0888 0.1228 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9311 -3.1663 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.3932 -2.5869 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 25 2 0 0 0 0 8 25 1 0 0 0 0 9 26 2 0 0 0 0 10 26 1 0 0 0 0 11 15 1 0 0 0 0 11 27 2 0 0 0 0 12 16 2 0 0 0 0 12 27 1 0 0 0 0 13 17 1 0 0 0 0 13 28 2 0 0 0 0 14 18 2 0 0 0 0 14 28 1 0 0 0 0 15 29 2 0 0 0 0 16 29 1 0 0 0 0 17 30 2 0 0 0 0 18 30 1 0 0 0 0 19 25 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 21 36 1 0 0 0 0 22 28 1 0 0 0 0 22 37 1 0 0 0 0 23 29 1 0 0 0 0 23 38 1 0 0 0 0 24 30 1 0 0 0 0 24 39 1 0 0 0 0 31 19 1 6 0 0 0 31 33 1 0 0 0 0 31 36 1 0 0 0 0 32 20 1 1 0 0 0 32 34 1 0 0 0 0 32 37 1 0 0 0 0 33 34 1 0 0 0 0 33 40 1 6 0 0 0 34 41 1 1 0 0 0 35 36 1 0 0 0 0 35 37 1 0 0 0 0 35 42 2 0 0 0 0 38 43 1 0 0 0 0 39 44 1 0 0 0 0 40 45 1 0 0 0 0 41 46 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002638
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	566.28
ALogP	-2.4993
MLogP	4.54
XLogP	8.469
HDA	7
HBD	4
Rotatable Bonds	14
TPSA	104.47
RO5 Violation	1