NPASS drugs

Drug Information

Drug ID:	NPD8014
Drug Name:
Molecular Formula:	C36H45ClN2O8
Canonical SMILES:	COc1ccc(cc1Cl)C[C@H]1N=C(O)/C=C/C[C@H](OC(=O)[C@@H](OC(=O)C(CN=C1O)(C)C)CC(C)C)[C@@H]([C@H]1O[C@@H]1c1ccccc1)C
Standard InCHI:	InChI=1S/C36H45ClN2O8/c1-21(2)17-29-34(42)45-27(22(3)31-32(47-31)24-11-8-7-9-12-24)13-10-14-30(40)39-26(19-23-15-16-28(44-6)25(37)18-23)33(41)38-20-36(4,5)35(43)46-29/h7-12,14-16,18,21-22,26-27,29,31-32H,13,17,19-20H2,1-6H3,(H,38,41)(H,39,40)/b14-10+/t22-,26+,27-,29-,31+,32+/m0/s1
Standard InCHIKey:	LSXOBYNBRKOTIQ-RQUBOUMQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8014

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	159
0.1-0.2	885
0.2-0.3	2835
0.3-0.4	8832
0.4-0.5	4950
0.5-0.6	12196
0.6-0.7	996
0.7-0.8	25
0.8-0.85	0
0.85-0.9	3
0.9-0.95	1
0.95-1	8

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	0.9938	NPC134413
High Similarity	0.9938	NPC271958
High Similarity	0.9938	NPC45112
High Similarity	0.9938	NPC263507
High Similarity	0.9695	NPC86678
High Similarity	0.9568	NPC227778
High Similarity	0.9503	NPC269383
High Similarity	0.9503	NPC151030
High Similarity	0.9268	NPC49315
High Similarity	0.8944	NPC212699
High Similarity	0.8944	NPC207675
High Similarity	0.8509	NPC132771
Intermediate Similarity	0.7529	NPC56635
Intermediate Similarity	0.7396	NPC473371
Intermediate Similarity	0.7286	NPC219350
Intermediate Similarity	0.7286	NPC194699
Intermediate Similarity	0.7278	NPC86087
Intermediate Similarity	0.7267	NPC313414
Intermediate Similarity	0.7253	NPC196091
Intermediate Similarity	0.7246	NPC6570
Intermediate Similarity	0.7238	NPC473502
Intermediate Similarity	0.7198	NPC186617
Intermediate Similarity	0.7196	NPC315542
Intermediate Similarity	0.7176	NPC91953
Intermediate Similarity	0.7169	NPC470392
Intermediate Similarity	0.7158	NPC473693
Intermediate Similarity	0.7158	NPC471568
Intermediate Similarity	0.7151	NPC182475
Intermediate Similarity	0.7143	NPC277306
Intermediate Similarity	0.7143	NPC469442
Intermediate Similarity	0.7118	NPC197921
Intermediate Similarity	0.7073	NPC25539
Intermediate Similarity	0.7066	NPC471953
Intermediate Similarity	0.7033	NPC274268
Intermediate Similarity	0.7021	NPC475421
Intermediate Similarity	0.7006	NPC45191
Intermediate Similarity	0.7005	NPC477115
Remote Similarity	0.6978	NPC472623
Remote Similarity	0.6977	NPC212850
Remote Similarity	0.6977	NPC83289
Remote Similarity	0.6977	NPC189724
Remote Similarity	0.6977	NPC469360
Remote Similarity	0.6972	NPC213529
Remote Similarity	0.6964	NPC244866
Remote Similarity	0.6954	NPC63628
Remote Similarity	0.6954	NPC178466
Remote Similarity	0.6944	NPC305700
Remote Similarity	0.6944	NPC197741
Remote Similarity	0.6944	NPC140915
Remote Similarity	0.6944	NPC10221
Remote Similarity	0.6944	NPC18249
Remote Similarity	0.6944	NPC187028
Remote Similarity	0.694	NPC472923
Remote Similarity	0.6932	NPC245974
Remote Similarity	0.6928	NPC296712
Remote Similarity	0.6914	NPC247298
Remote Similarity	0.6911	NPC470112
Remote Similarity	0.6911	NPC167763
Remote Similarity	0.6911	NPC470903
Remote Similarity	0.691	NPC182119
Remote Similarity	0.6905	NPC30390
Remote Similarity	0.6905	NPC326966
Remote Similarity	0.69	NPC469443
Remote Similarity	0.6871	NPC474862
Remote Similarity	0.6852	NPC316461
Remote Similarity	0.6848	NPC62101
Remote Similarity	0.6848	NPC95733
Remote Similarity	0.6839	NPC299806
Remote Similarity	0.6837	NPC473407
Remote Similarity	0.6837	NPC473378
Remote Similarity	0.6811	NPC254700
Remote Similarity	0.6807	NPC29477
Remote Similarity	0.6805	NPC48909
Remote Similarity	0.6791	NPC40234
Remote Similarity	0.679	NPC43275
Remote Similarity	0.6788	NPC211218
Remote Similarity	0.6772	NPC476227
Remote Similarity	0.6763	NPC312770
Remote Similarity	0.6763	NPC14600
Remote Similarity	0.6763	NPC160607
Remote Similarity	0.6763	NPC204848
Remote Similarity	0.6763	NPC41473
Remote Similarity	0.6753	NPC474498
Remote Similarity	0.6748	NPC263835
Remote Similarity	0.674	NPC314743
Remote Similarity	0.6735	NPC471395
Remote Similarity	0.6725	NPC76453
Remote Similarity	0.6724	NPC299583
Remote Similarity	0.6722	NPC114659
Remote Similarity	0.6722	NPC139699
Remote Similarity	0.6721	NPC287757
Remote Similarity	0.6721	NPC319320
Remote Similarity	0.672	NPC248670
Remote Similarity	0.672	NPC15506
Remote Similarity	0.6706	NPC114102
Remote Similarity	0.6706	NPC275538
Remote Similarity	0.6705	NPC222039
Remote Similarity	0.6705	NPC100478
Remote Similarity	0.6702	NPC90984
Remote Similarity	0.6699	NPC220060
Remote Similarity	0.6686	NPC477837
Remote Similarity	0.6686	NPC325651
Remote Similarity	0.6686	NPC477838
Remote Similarity	0.6685	NPC478189
Remote Similarity	0.6685	NPC5462
Remote Similarity	0.6685	NPC476194
Remote Similarity	0.6684	NPC471165
Remote Similarity	0.6684	NPC474953
Remote Similarity	0.6684	NPC26108
Remote Similarity	0.6684	NPC473354
Remote Similarity	0.6681	NPC319774
Remote Similarity	0.6667	NPC214869
Remote Similarity	0.6667	NPC469444
Remote Similarity	0.6667	NPC3921
Remote Similarity	0.6667	NPC301713
Remote Similarity	0.6651	NPC326333
Remote Similarity	0.6649	NPC156348
Remote Similarity	0.6649	NPC475794
Remote Similarity	0.6649	NPC50016
Remote Similarity	0.6648	NPC204546
Remote Similarity	0.6647	NPC195749
Remote Similarity	0.6647	NPC47667
Remote Similarity	0.6647	NPC52029
Remote Similarity	0.6647	NPC35961
Remote Similarity	0.6631	NPC50380
Remote Similarity	0.6631	NPC179250
Remote Similarity	0.6629	NPC106688
Remote Similarity	0.6627	NPC251571
Remote Similarity	0.6616	NPC51047
Remote Similarity	0.6615	NPC474607
Remote Similarity	0.6611	NPC115144
Remote Similarity	0.6611	NPC277857
Remote Similarity	0.6611	NPC324081
Remote Similarity	0.66	NPC328763
Remote Similarity	0.6597	NPC164608
Remote Similarity	0.6597	NPC158277
Remote Similarity	0.6596	NPC209463
Remote Similarity	0.6596	NPC294516
Remote Similarity	0.6596	NPC107938
Remote Similarity	0.6592	NPC304956
Remote Similarity	0.6588	NPC326027
Remote Similarity	0.6588	NPC155838
Remote Similarity	0.6587	NPC476241
Remote Similarity	0.6587	NPC476260
Remote Similarity	0.6583	NPC477526
Remote Similarity	0.6582	NPC474650
Remote Similarity	0.6575	NPC471032
Remote Similarity	0.6575	NPC470935
Remote Similarity	0.6573	NPC81026
Remote Similarity	0.6571	NPC471201
Remote Similarity	0.6571	NPC469445
Remote Similarity	0.657	NPC274732
Remote Similarity	0.6566	NPC160493
Remote Similarity	0.6561	NPC208280
Remote Similarity	0.6561	NPC470936
Remote Similarity	0.6557	NPC127402
Remote Similarity	0.6556	NPC258671
Remote Similarity	0.6556	NPC53884
Remote Similarity	0.6554	NPC195814
Remote Similarity	0.6552	NPC6913
Remote Similarity	0.6552	NPC323662
Remote Similarity	0.655	NPC246991
Remote Similarity	0.6548	NPC476179
Remote Similarity	0.6548	NPC476125
Remote Similarity	0.6548	NPC276120
Remote Similarity	0.6546	NPC32064
Remote Similarity	0.6545	NPC273755
Remote Similarity	0.6545	NPC476183
Remote Similarity	0.6534	NPC281780
Remote Similarity	0.6533	NPC174122
Remote Similarity	0.6533	NPC64140
Remote Similarity	0.6529	NPC186898
Remote Similarity	0.6527	NPC90577
Remote Similarity	0.6527	NPC471315
Remote Similarity	0.6527	NPC471314
Remote Similarity	0.6524	NPC67080
Remote Similarity	0.6522	NPC275027
Remote Similarity	0.6519	NPC476743
Remote Similarity	0.6517	NPC266741
Remote Similarity	0.6515	NPC34780
Remote Similarity	0.6515	NPC232872
Remote Similarity	0.6514	NPC113295
Remote Similarity	0.6513	NPC329816
Remote Similarity	0.6513	NPC476321
Remote Similarity	0.651	NPC279871
Remote Similarity	0.6508	NPC238430
Remote Similarity	0.6506	NPC476281
Remote Similarity	0.6506	NPC476184
Remote Similarity	0.6505	NPC311357
Remote Similarity	0.6503	NPC39431
Remote Similarity	0.6502	NPC144314
Remote Similarity	0.65	NPC471876
Remote Similarity	0.6492	NPC230611
Remote Similarity	0.6492	NPC89831
Remote Similarity	0.6491	NPC478147
Remote Similarity	0.6486	NPC282294
Remote Similarity	0.6485	NPC319950
Remote Similarity	0.6484	NPC476744
Remote Similarity	0.6484	NPC153644
Remote Similarity	0.6484	NPC221383

Drug Structure

NPD8014 OpenBabel08211712032D 49 52 0 0 1 0 0 0 0 0999 V2000 2.3046 1.4019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5763 1.2886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4732 -5.1083 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5832 1.1345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6024 1.3296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1849 -6.8089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9277 -5.4003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9931 -4.4024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0308 -5.8425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9239 -4.6447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1617 -3.8468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1994 -5.2870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.2620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9239 -4.6447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5804 -4.5248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9019 -5.4718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5386 -0.1515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2206 -3.9681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9183 -2.8261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8478 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4732 0.8463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5386 -4.1104 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2398 -3.7730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2648 -4.2891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5420 -4.9150 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9375 -2.6310 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7071 -3.5549 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.8827 -5.6669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -0.7071 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8478 -4.2620 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4354 -3.6681 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4333 -3.7336 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.9375 -1.6310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0898 -1.6310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9239 0.3827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9239 0.3827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5228 -5.1101 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.5549 -0.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5549 -3.5549 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4033 -5.0934 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9183 -1.4359 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0706 -1.4359 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7288 1.3635 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2041 -6.6138 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0898 -2.6310 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 2.9910 -2.8367 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9610 -5.9903 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.5777 -2.1877 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 4 36 1 0 0 0 0 5 36 1 0 0 0 0 6 44 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 11 1 0 0 0 0 9 12 2 0 0 0 0 10 13 1 0 0 0 0 10 14 2 0 0 0 0 11 24 2 0 0 0 0 12 24 1 0 0 0 0 13 27 1 0 0 0 0 14 30 1 0 0 0 0 15 16 2 0 0 0 0 15 23 1 0 0 0 0 16 28 1 0 0 0 0 17 21 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 19 23 1 0 0 0 0 20 36 1 0 0 0 0 20 38 1 0 0 0 0 22 3 1 1 0 0 0 25 28 2 0 0 0 0 25 37 1 0 0 0 0 26 19 1 6 0 0 0 26 33 1 0 0 0 0 26 39 1 0 0 0 0 27 22 1 6 0 0 0 27 45 1 0 0 0 0 28 44 1 0 0 0 0 29 17 1 1 0 0 0 29 34 1 0 0 0 0 29 46 1 0 0 0 0 30 39 2 3 0 0 0 30 40 1 0 0 0 0 31 22 1 1 0 0 0 31 32 1 0 0 0 0 31 47 1 0 0 0 0 32 24 1 6 0 0 0 32 47 1 0 0 0 0 33 38 2 3 0 0 0 33 41 1 0 0 0 0 34 42 2 0 0 0 0 34 45 1 0 0 0 0 35 36 1 0 0 0 0 35 43 2 0 0 0 0 35 46 1 0 0 0 0 40 48 1 0 0 0 0 41 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011071
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	668.29
ALogP	2.0702
MLogP	4.21
XLogP	7.386
HDA	9
HBD	2
Rotatable Bonds	17
TPSA	139.54
RO5 Violation	1