NPASS drugs

Drug Information

Drug ID:	NPD7717
Drug Name:	Bromocriptine
Molecular Formula:	C32H40BrN5O5
Canonical SMILES:	CC(C[C@H]1C(=O)N2CCC[C@H]2[C@]2(N1C(=O)[C@@](O2)(N=C([C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c([nH]3)Br)O)C(C)C)O)C
Standard InCHI:	InChI=1S/C32H40BrN5O5/c1-16(2)12-24-29(40)37-11-7-10-25(37)32(42)38(24)30(41)31(43-32,17(3)4)35-28(39)18-13-20-19-8-6-9-22-26(19)21(27(33)34-22)14-23(20)36(5)15-18/h6,8-9,13,16-18,23-25,34,42H,7,10-12,14-15H2,1-5H3,(H,35,39)/t18-,23-,24+,25+,31-,32+/m1/s1
Standard InCHIKey:	OZVBMTJYIDMWIL-AYFBDAFISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7717

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	316
0.1-0.2	1799
0.2-0.3	11696
0.3-0.4	12315
0.4-0.5	1920
0.5-0.6	1851
0.6-0.7	871
0.7-0.8	119
0.8-0.85	0
0.85-0.9	2
0.9-0.95	1
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
High Similarity	0.9175	NPC155444
High Similarity	0.8957	NPC191382
High Similarity	0.8957	NPC56109
Intermediate Similarity	0.7902	NPC243716
Intermediate Similarity	0.7723	NPC91179
Intermediate Similarity	0.7678	NPC171317
Intermediate Similarity	0.7577	NPC118559
Intermediate Similarity	0.7577	NPC304307
Intermediate Similarity	0.7577	NPC34580
Intermediate Similarity	0.7577	NPC124920
Intermediate Similarity	0.7544	NPC100547
Intermediate Similarity	0.7534	NPC477714
Intermediate Similarity	0.7511	NPC223409
Intermediate Similarity	0.7511	NPC322135
Intermediate Similarity	0.7511	NPC95240
Intermediate Similarity	0.75	NPC261251
Intermediate Similarity	0.7489	NPC478158
Intermediate Similarity	0.7489	NPC162860
Intermediate Similarity	0.7478	NPC14288
Intermediate Similarity	0.7477	NPC54420
Intermediate Similarity	0.7477	NPC478157
Intermediate Similarity	0.7464	NPC213629
Intermediate Similarity	0.7456	NPC214142
Intermediate Similarity	0.7446	NPC54803
Intermediate Similarity	0.7446	NPC321592
Intermediate Similarity	0.7416	NPC17059
Intermediate Similarity	0.7414	NPC284888
Intermediate Similarity	0.7411	NPC477715
Intermediate Similarity	0.7409	NPC223791
Intermediate Similarity	0.7409	NPC107077
Intermediate Similarity	0.7382	NPC33064
Intermediate Similarity	0.7382	NPC245055
Intermediate Similarity	0.7378	NPC281049
Intermediate Similarity	0.7368	NPC94752
Intermediate Similarity	0.7327	NPC475506
Intermediate Similarity	0.7315	NPC293917
Intermediate Similarity	0.7309	NPC75634
Intermediate Similarity	0.7304	NPC161861
Intermediate Similarity	0.7297	NPC475422
Intermediate Similarity	0.7296	NPC63031
Intermediate Similarity	0.7294	NPC155143
Intermediate Similarity	0.7288	NPC82472
Intermediate Similarity	0.7285	NPC87755
Intermediate Similarity	0.7281	NPC474896
Intermediate Similarity	0.7276	NPC472846
Intermediate Similarity	0.7273	NPC228835
Intermediate Similarity	0.7269	NPC473640
Intermediate Similarity	0.7261	NPC474196
Intermediate Similarity	0.7249	NPC31097
Intermediate Similarity	0.72	NPC54744
Intermediate Similarity	0.7185	NPC472207
Intermediate Similarity	0.7162	NPC474195
Intermediate Similarity	0.7162	NPC272174
Intermediate Similarity	0.7156	NPC100321
Intermediate Similarity	0.7149	NPC473376
Intermediate Similarity	0.7149	NPC475736
Intermediate Similarity	0.7143	NPC126066
Intermediate Similarity	0.7143	NPC19679
Intermediate Similarity	0.7143	NPC64216
Intermediate Similarity	0.7143	NPC232130
Intermediate Similarity	0.7137	NPC74969
Intermediate Similarity	0.7131	NPC272549
Intermediate Similarity	0.7124	NPC476491
Intermediate Similarity	0.7109	NPC472294
Intermediate Similarity	0.7106	NPC475859
Intermediate Similarity	0.7106	NPC475969
Intermediate Similarity	0.7095	NPC477108
Intermediate Similarity	0.7095	NPC477109
Intermediate Similarity	0.7095	NPC477107
Intermediate Similarity	0.7089	NPC325976
Intermediate Similarity	0.7085	NPC477065
Intermediate Similarity	0.7081	NPC11126
Intermediate Similarity	0.7081	NPC219336
Intermediate Similarity	0.708	NPC75726
Intermediate Similarity	0.708	NPC110602
Intermediate Similarity	0.708	NPC31385
Intermediate Similarity	0.7076	NPC89987
Intermediate Similarity	0.7071	NPC478029
Intermediate Similarity	0.707	NPC117244
Intermediate Similarity	0.707	NPC473763
Intermediate Similarity	0.7064	NPC470730
Intermediate Similarity	0.7064	NPC477175
Intermediate Similarity	0.7062	NPC470205
Intermediate Similarity	0.7061	NPC14812
Intermediate Similarity	0.7059	NPC193761
Intermediate Similarity	0.7054	NPC201831
Intermediate Similarity	0.7054	NPC17487
Intermediate Similarity	0.7048	NPC475602
Intermediate Similarity	0.7048	NPC469896
Intermediate Similarity	0.7046	NPC323198
Intermediate Similarity	0.7046	NPC323752
Intermediate Similarity	0.7045	NPC195461
Intermediate Similarity	0.7045	NPC49196
Intermediate Similarity	0.7045	NPC81654
Intermediate Similarity	0.7045	NPC106771
Intermediate Similarity	0.7045	NPC303820
Intermediate Similarity	0.7045	NPC205254
Intermediate Similarity	0.7045	NPC79129
Intermediate Similarity	0.7045	NPC313985
Intermediate Similarity	0.7045	NPC23420
Intermediate Similarity	0.7045	NPC249150
Intermediate Similarity	0.704	NPC277350
Intermediate Similarity	0.7039	NPC194411
Intermediate Similarity	0.7039	NPC280548
Intermediate Similarity	0.7035	NPC320968
Intermediate Similarity	0.7034	NPC474877
Intermediate Similarity	0.7033	NPC15573
Intermediate Similarity	0.7033	NPC183662
Intermediate Similarity	0.7033	NPC68354
Intermediate Similarity	0.7033	NPC217372
Intermediate Similarity	0.7024	NPC263117
Intermediate Similarity	0.7024	NPC109447
Intermediate Similarity	0.7024	NPC125181
Intermediate Similarity	0.7024	NPC242872
Intermediate Similarity	0.7022	NPC477548
Intermediate Similarity	0.7014	NPC94211
Intermediate Similarity	0.7014	NPC52909
Intermediate Similarity	0.7014	NPC475935
Intermediate Similarity	0.7009	NPC909
Intermediate Similarity	0.7009	NPC475338
Intermediate Similarity	0.7004	NPC165743
Intermediate Similarity	0.7	NPC174788
Remote Similarity	0.6992	NPC326363
Remote Similarity	0.6992	NPC477176
Remote Similarity	0.6992	NPC470729
Remote Similarity	0.6987	NPC470731
Remote Similarity	0.6987	NPC478028
Remote Similarity	0.6986	NPC262898
Remote Similarity	0.6981	NPC139291
Remote Similarity	0.6981	NPC472108
Remote Similarity	0.6979	NPC475258
Remote Similarity	0.6977	NPC175474
Remote Similarity	0.6975	NPC63279
Remote Similarity	0.6962	NPC477177
Remote Similarity	0.6959	NPC472113
Remote Similarity	0.6955	NPC50503
Remote Similarity	0.6949	NPC33949
Remote Similarity	0.6948	NPC165495
Remote Similarity	0.6946	NPC6436
Remote Similarity	0.6946	NPC475990
Remote Similarity	0.6946	NPC297642
Remote Similarity	0.6944	NPC469501
Remote Similarity	0.6944	NPC472112
Remote Similarity	0.6944	NPC95783
Remote Similarity	0.6944	NPC469470
Remote Similarity	0.6944	NPC314333
Remote Similarity	0.6944	NPC329858
Remote Similarity	0.6941	NPC179701
Remote Similarity	0.6938	NPC189812
Remote Similarity	0.6938	NPC37423
Remote Similarity	0.6938	NPC329688
Remote Similarity	0.6938	NPC275305
Remote Similarity	0.6936	NPC319232
Remote Similarity	0.6936	NPC24370
Remote Similarity	0.693	NPC475778
Remote Similarity	0.6927	NPC271734
Remote Similarity	0.6926	NPC303658
Remote Similarity	0.6926	NPC473310
Remote Similarity	0.6923	NPC201266
Remote Similarity	0.6923	NPC475914
Remote Similarity	0.6923	NPC268744
Remote Similarity	0.6923	NPC475271
Remote Similarity	0.6923	NPC153123
Remote Similarity	0.6923	NPC192674
Remote Similarity	0.6923	NPC181081
Remote Similarity	0.6923	NPC220797
Remote Similarity	0.6923	NPC474318
Remote Similarity	0.6916	NPC234999
Remote Similarity	0.6913	NPC470732
Remote Similarity	0.6912	NPC129909
Remote Similarity	0.6906	NPC476874
Remote Similarity	0.69	NPC473757
Remote Similarity	0.6899	NPC321939
Remote Similarity	0.6898	NPC46413
Remote Similarity	0.6897	NPC299594
Remote Similarity	0.6895	NPC57994
Remote Similarity	0.6895	NPC289299
Remote Similarity	0.6892	NPC77241
Remote Similarity	0.6892	NPC166209
Remote Similarity	0.6892	NPC13456
Remote Similarity	0.6892	NPC269203
Remote Similarity	0.689	NPC472123
Remote Similarity	0.6888	NPC184680
Remote Similarity	0.6885	NPC472845
Remote Similarity	0.6884	NPC478077
Remote Similarity	0.6884	NPC235684
Remote Similarity	0.6884	NPC311858
Remote Similarity	0.6878	NPC52557
Remote Similarity	0.6872	NPC469743
Remote Similarity	0.6869	NPC470440
Remote Similarity	0.6869	NPC470003
Remote Similarity	0.6863	NPC315467
Remote Similarity	0.686	NPC470785
Remote Similarity	0.6849	NPC69843
Remote Similarity	0.6845	NPC21174
Remote Similarity	0.6845	NPC271797
Remote Similarity	0.6842	NPC6982
Remote Similarity	0.684	NPC472027
Remote Similarity	0.6838	NPC471506
Remote Similarity	0.6837	NPC307396

Drug Structure

NPD7717 OpenBabel08211712032D 46 52 0 0 1 0 0 0 0 0999 V2000 -1.4336 4.7198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6240 3.5300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7286 -1.9595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3247 -1.4252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0806 3.4535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4786 -0.7513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1547 -0.4353 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6790 -0.2892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2784 -0.2900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1949 -0.5876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3065 0.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9983 3.0939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0799 0.6346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6798 2.4812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2804 2.0202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6853 3.7812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3724 -1.2316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2802 1.0966 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.6794 0.6341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8798 1.0962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4797 2.0192 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2789 0.6337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8800 2.0198 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2501 2.1554 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7536 0.2782 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.4792 1.0955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2795 2.4806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4385 0.6109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1888 1.9041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4073 1.5187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7554 0.6114 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8149 0.5295 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5301 3.4145 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 8.0787 1.0951 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5970 1.0970 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0803 2.4817 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4405 0.9655 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5631 1.4680 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4382 -0.3608 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8758 2.5914 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9368 2.3335 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4266 -0.2256 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 9.0126 0.8445 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.2797 -0.8469 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0786 -1.1329 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 17 1 0 0 0 0 5 36 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 7 11 1 0 0 0 0 8 19 1 0 0 0 0 9 22 2 0 0 0 0 10 25 1 0 0 0 0 11 37 1 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 13 20 2 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 15 36 1 0 0 0 0 18 28 1 1 0 0 0 19 20 1 0 0 0 0 19 26 2 0 0 0 0 20 23 1 0 0 0 0 21 26 1 0 0 0 0 21 27 2 0 0 0 0 22 26 1 0 0 0 0 22 34 1 0 0 0 0 23 14 1 6 0 0 0 23 36 1 0 0 0 0 24 12 1 6 0 0 0 24 29 1 0 0 0 0 24 38 1 0 0 0 0 25 32 1 6 0 0 0 25 37 1 0 0 0 0 27 33 1 0 0 0 0 27 34 1 0 0 0 0 28 35 2 3 0 0 0 28 39 1 0 0 0 0 29 37 1 0 0 0 0 29 40 2 0 0 0 0 30 31 1 0 0 0 0 30 38 1 0 0 0 0 30 41 2 0 0 0 0 31 17 1 1 0 0 0 31 35 1 0 0 0 0 31 43 1 0 0 0 0 32 38 1 0 0 0 0 32 42 1 6 0 0 0 32 43 1 0 0 0 0 34 44 1 0 0 0 0 39 45 1 0 0 0 0 42 46 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001462; DAP000282
DrugBank	DB01200
ChEMBL	CHEMBL493
IUPHAR/BPS	35
PharmaGKB	PA448671
KEGG Drug	D03165
PubChem CID	31100; 31101
ChEBI	3181
CAS Number	25614-03-3

Drug Properties

Molecular Weight	653.22
ALogP	0.0647
MLogP	3.77
XLogP	3.647
HDA	10
HBD	3
Rotatable Bonds	13
TPSA	121.7
RO5 Violation	0