NPASS drugs

Drug Information

Drug ID:	NPD8031
Drug Name:	BMS-186318
Molecular Formula:	C36H54N4O9
Canonical SMILES:	O[C@@H]([C@H](Cc1ccc(cc1)OCC(=O)N1CCOCC1)N=C(OC(C)(C)C)O)CNC[C@H]([C@H](Cc1ccccc1)N=C(OC(C)(C)C)O)O
Standard InCHI:	InChI=1S/C36H54N4O9/c1-35(2,3)48-33(44)38-28(20-25-10-8-7-9-11-25)30(41)22-37-23-31(42)29(39-34(45)49-36(4,5)6)21-26-12-14-27(15-13-26)47-24-32(43)40-16-18-46-19-17-40/h7-15,28-31,37,41-42H,16-24H2,1-6H3,(H,38,44)(H,39,45)/t28-,29-,30+,31+/m0/s1
Standard InCHIKey:	OQHZMGOXOOOFEE-SYQUUIDJSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8031

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	889
0.2-0.3	3431
0.3-0.4	9260
0.4-0.5	4705
0.5-0.6	10491
0.6-0.7	1854
0.7-0.8	130
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	0.7875	NPC245974
Intermediate Similarity	0.7862	NPC247298
Intermediate Similarity	0.7834	NPC212850
Intermediate Similarity	0.7834	NPC189724
Intermediate Similarity	0.7834	NPC83289
Intermediate Similarity	0.7798	NPC254700
Intermediate Similarity	0.7784	NPC299806
Intermediate Similarity	0.7765	NPC196091
Intermediate Similarity	0.7647	NPC473502
Intermediate Similarity	0.7605	NPC287757
Intermediate Similarity	0.7605	NPC319320
Intermediate Similarity	0.7584	NPC315542
Intermediate Similarity	0.7562	NPC204546
Intermediate Similarity	0.7529	NPC472923
Intermediate Similarity	0.75	NPC307123
Intermediate Similarity	0.75	NPC475421
Intermediate Similarity	0.75	NPC97870
Intermediate Similarity	0.75	NPC247018
Intermediate Similarity	0.7473	NPC248822
Intermediate Similarity	0.7471	NPC273755
Intermediate Similarity	0.7471	NPC306804
Intermediate Similarity	0.7457	NPC46009
Intermediate Similarity	0.7451	NPC320242
Intermediate Similarity	0.7442	NPC294516
Intermediate Similarity	0.7442	NPC107938
Intermediate Similarity	0.744	NPC56635
Intermediate Similarity	0.7439	NPC132771
Intermediate Similarity	0.7433	NPC242728
Intermediate Similarity	0.7429	NPC164608
Intermediate Similarity	0.7405	NPC149962
Intermediate Similarity	0.7389	NPC274732
Intermediate Similarity	0.7386	NPC50016
Intermediate Similarity	0.7377	NPC473378
Intermediate Similarity	0.7377	NPC473407
Intermediate Similarity	0.7374	NPC167763
Intermediate Similarity	0.7374	NPC470112
Intermediate Similarity	0.7374	NPC470903
Intermediate Similarity	0.7366	NPC144314
Intermediate Similarity	0.7356	NPC40234
Intermediate Similarity	0.7337	NPC233926
Intermediate Similarity	0.7326	NPC50548
Intermediate Similarity	0.7314	NPC230611
Intermediate Similarity	0.7303	NPC269750
Intermediate Similarity	0.7303	NPC194671
Intermediate Similarity	0.7303	NPC45037
Intermediate Similarity	0.7299	NPC186617
Intermediate Similarity	0.7293	NPC138083
Intermediate Similarity	0.729	NPC218323
Intermediate Similarity	0.7289	NPC324081
Intermediate Similarity	0.7287	NPC123859
Intermediate Similarity	0.7273	NPC137627
Intermediate Similarity	0.7273	NPC9373
Intermediate Similarity	0.7273	NPC248670
Intermediate Similarity	0.7263	NPC32064
Intermediate Similarity	0.7257	NPC475204
Intermediate Similarity	0.7257	NPC471568
Intermediate Similarity	0.7257	NPC475123
Intermediate Similarity	0.7257	NPC473693
Intermediate Similarity	0.7256	NPC63628
Intermediate Similarity	0.7256	NPC178466
Intermediate Similarity	0.7253	NPC276120
Intermediate Similarity	0.7249	NPC473450
Intermediate Similarity	0.7245	NPC326027
Intermediate Similarity	0.7235	NPC207675
Intermediate Similarity	0.7235	NPC212699
Intermediate Similarity	0.7232	NPC279871
Intermediate Similarity	0.7232	NPC476227
Intermediate Similarity	0.7232	NPC473402
Intermediate Similarity	0.7232	NPC473354
Intermediate Similarity	0.7232	NPC159767
Intermediate Similarity	0.7232	NPC158277
Intermediate Similarity	0.7232	NPC155506
Intermediate Similarity	0.7231	NPC326333
Intermediate Similarity	0.7228	NPC240130
Intermediate Similarity	0.7228	NPC61332
Intermediate Similarity	0.7226	NPC141739
Intermediate Similarity	0.7226	NPC136112
Intermediate Similarity	0.7225	NPC63931
Intermediate Similarity	0.7222	NPC473404
Intermediate Similarity	0.7208	NPC328267
Intermediate Similarity	0.7195	NPC266741
Intermediate Similarity	0.7186	NPC473491
Intermediate Similarity	0.7184	NPC469479
Intermediate Similarity	0.7173	NPC311357
Intermediate Similarity	0.717	NPC471953
Intermediate Similarity	0.717	NPC470392
Intermediate Similarity	0.716	NPC231163
Intermediate Similarity	0.716	NPC47672
Intermediate Similarity	0.716	NPC318591
Intermediate Similarity	0.7152	NPC81026
Intermediate Similarity	0.7151	NPC469243
Intermediate Similarity	0.7135	NPC140915
Intermediate Similarity	0.7135	NPC471165
Intermediate Similarity	0.7135	NPC283207
Intermediate Similarity	0.7135	NPC18249
Intermediate Similarity	0.7135	NPC187028
Intermediate Similarity	0.7135	NPC197741
Intermediate Similarity	0.7135	NPC305700
Intermediate Similarity	0.7135	NPC10221
Intermediate Similarity	0.7126	NPC223207
Intermediate Similarity	0.7126	NPC158900
Intermediate Similarity	0.7117	NPC476989
Intermediate Similarity	0.7112	NPC302715
Intermediate Similarity	0.7101	NPC114659
Intermediate Similarity	0.7101	NPC139699
Intermediate Similarity	0.7097	NPC477526
Intermediate Similarity	0.7097	NPC307020
Intermediate Similarity	0.7093	NPC244336
Intermediate Similarity	0.7089	NPC283079
Intermediate Similarity	0.7086	NPC304074
Intermediate Similarity	0.7086	NPC471771
Intermediate Similarity	0.7086	NPC290755
Intermediate Similarity	0.7066	NPC313414
Intermediate Similarity	0.7062	NPC329717
Intermediate Similarity	0.7059	NPC263835
Intermediate Similarity	0.7052	NPC475544
Intermediate Similarity	0.7051	NPC95733
Intermediate Similarity	0.7051	NPC62101
Intermediate Similarity	0.7047	NPC26524
Intermediate Similarity	0.7043	NPC64140
Intermediate Similarity	0.7043	NPC174122
Intermediate Similarity	0.7033	NPC476321
Intermediate Similarity	0.7026	NPC219350
Intermediate Similarity	0.7026	NPC194699
Intermediate Similarity	0.7022	NPC89831
Intermediate Similarity	0.7021	NPC328763
Intermediate Similarity	0.7012	NPC197921
Intermediate Similarity	0.7006	NPC469505
Intermediate Similarity	0.7006	NPC29477
Intermediate Similarity	0.7	NPC257390
Remote Similarity	0.6995	NPC471526
Remote Similarity	0.6989	NPC234069
Remote Similarity	0.6989	NPC102959
Remote Similarity	0.6987	NPC211218
Remote Similarity	0.6977	NPC206372
Remote Similarity	0.6977	NPC203424
Remote Similarity	0.697	NPC168861
Remote Similarity	0.697	NPC91953
Remote Similarity	0.697	NPC469360
Remote Similarity	0.6964	NPC189908
Remote Similarity	0.6963	NPC477552
Remote Similarity	0.6963	NPC477550
Remote Similarity	0.6963	NPC323662
Remote Similarity	0.6959	NPC476742
Remote Similarity	0.6957	NPC471048
Remote Similarity	0.6957	NPC294951
Remote Similarity	0.6957	NPC471049
Remote Similarity	0.6957	NPC471050
Remote Similarity	0.6952	NPC60516
Remote Similarity	0.6952	NPC29531
Remote Similarity	0.6948	NPC321133
Remote Similarity	0.6944	NPC26108
Remote Similarity	0.6941	NPC233702
Remote Similarity	0.6936	NPC156311
Remote Similarity	0.6935	NPC94862
Remote Similarity	0.6933	NPC138365
Remote Similarity	0.6919	NPC473580
Remote Similarity	0.6919	NPC244509
Remote Similarity	0.6919	NPC476741
Remote Similarity	0.691	NPC280022
Remote Similarity	0.6905	NPC16188
Remote Similarity	0.6894	NPC326966
Remote Similarity	0.6891	NPC477551
Remote Similarity	0.6884	NPC469442
Remote Similarity	0.6884	NPC277306
Remote Similarity	0.6883	NPC43275
Remote Similarity	0.6882	NPC115144
Remote Similarity	0.6882	NPC277857
Remote Similarity	0.6879	NPC255253
Remote Similarity	0.6879	NPC270811
Remote Similarity	0.6879	NPC471073
Remote Similarity	0.6875	NPC329640
Remote Similarity	0.6872	NPC198254
Remote Similarity	0.6872	NPC274198
Remote Similarity	0.6871	NPC29650
Remote Similarity	0.686	NPC469711
Remote Similarity	0.686	NPC39431
Remote Similarity	0.6854	NPC475393
Remote Similarity	0.6854	NPC328649
Remote Similarity	0.6851	NPC17698
Remote Similarity	0.6848	NPC214988
Remote Similarity	0.6842	NPC76412
Remote Similarity	0.6837	NPC473422
Remote Similarity	0.6831	NPC119652
Remote Similarity	0.6831	NPC97526
Remote Similarity	0.6829	NPC237227
Remote Similarity	0.6828	NPC235194
Remote Similarity	0.6824	NPC296085
Remote Similarity	0.6821	NPC476268
Remote Similarity	0.6816	NPC25539
Remote Similarity	0.6813	NPC196243
Remote Similarity	0.6813	NPC475215
Remote Similarity	0.6813	NPC108434
Remote Similarity	0.6807	NPC317741
Remote Similarity	0.6807	NPC318028
Remote Similarity	0.6807	NPC318984
Remote Similarity	0.6807	NPC259800
Remote Similarity	0.6807	NPC241086
Remote Similarity	0.6807	NPC328137
Remote Similarity	0.6807	NPC231572

Drug Structure

NPD8031 OpenBabel08211712032D 54 56 0 0 1 0 0 0 0 0999 V2000 6.9282 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4282 5.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -5.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.1244 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 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 1.7321 -0.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.7942 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.7942 -0.5000 0.0000 C 0 0 2 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 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -3.5000 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 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 35 1 0 0 0 0 2 35 1 0 0 0 0 3 35 1 0 0 0 0 4 36 1 0 0 0 0 5 36 1 0 0 0 0 6 36 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 2 0 0 0 0 10 25 2 0 0 0 0 11 25 1 0 0 0 0 12 14 1 0 0 0 0 12 26 2 0 0 0 0 13 15 2 0 0 0 0 13 26 1 0 0 0 0 14 27 2 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 40 1 0 0 0 0 17 19 1 0 0 0 0 17 40 1 0 0 0 0 18 46 1 0 0 0 0 19 46 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 37 1 0 0 0 0 23 37 1 0 0 0 0 24 32 1 0 0 0 0 24 47 1 0 0 0 0 27 47 1 0 0 0 0 28 20 1 1 0 0 0 28 30 1 0 0 0 0 28 38 1 0 0 0 0 29 21 1 1 0 0 0 29 31 1 0 0 0 0 29 39 1 0 0 0 0 30 22 1 1 0 0 0 30 41 1 0 0 0 0 31 23 1 1 0 0 0 31 42 1 0 0 0 0 32 40 1 0 0 0 0 32 43 2 0 0 0 0 33 38 2 3 0 0 0 33 44 1 0 0 0 0 33 48 1 0 0 0 0 34 39 2 3 0 0 0 34 45 1 0 0 0 0 34 49 1 0 0 0 0 35 48 1 0 0 0 0 36 49 1 0 0 0 0 37 50 1 0 0 0 0 41 51 1 0 0 0 0 42 52 1 0 0 0 0 44 53 1 0 0 0 0 45 54 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005826
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	686.39
ALogP	0.2884
MLogP	3.99
XLogP	6.255
HDA	12
HBD	5
Rotatable Bonds	30
TPSA	174.9
RO5 Violation	3