Natural Product: NPC191382

Natural Product ID:  NPC191382
Common Name:   Ergotamine
IUPAC Name:  
Synonyms:   Ergotamine; Ergotamine Tartrate
Molecular Formula:   C33H35N5O5
Standard InCHIKey:  XCGSFFUVFURLIX-VFGNJEKYSA-N
Standard InCHI:  InChI=1S/C33H35N5O5/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32/h3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39)/t21-,25-,26+,27+,32-,33+/m1/s1
Canonical SMILES:  OC(=N[C@]1(C)O[C@@]2(N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1[C@H]2CCC1)O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   BGC0001241 ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO24009 Claviceps purpurea Species Clavicipitaceae Eukaryota TCM_Taiwan*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1784 Individual Protein Serotonin 5a (5-HT5a) receptor Homo sapiens Ki = 40 nM 12825922
NPT4741 Individual Protein Cholecystokinin A receptor Mus musculus IC50 = 34000 nM 10.1016/S0960-894X(00)80644-7
NPT4742 Individual Protein Cholecystokinin B receptor Mus musculus IC50 = 17000 nM 10.1016/S0960-894X(00)80644-7
NPT974 Individual Protein Serotonin 1d (5-HT1d) receptor Homo sapiens Ki = 0.8 nM 10715164
NPT1784 Individual Protein Serotonin 5a (5-HT5a) receptor Homo sapiens Ki = 22 nM 10715164
NPT613 Individual Protein Solute carrier family 22 member 1 Homo sapiens Inhibition = 16.7 % 18788725
NPT5074 Individual Protein Adenylate cyclase Arthrospira platensis IC50 = 70000 nM 18630896
NPT974 Individual Protein Serotonin 1d (5-HT1d) receptor Homo sapiens Ki = 6 nM 21907583
NPT1784 Individual Protein Serotonin 5a (5-HT5a) receptor Homo sapiens Ki = 14 nM 21907583
NPT219 Individual Protein Alpha-1a adrenergic receptor Rattus norvegicus IC50 = 8.06 nM DrugMatrix in vitro pharmacology data
NPT219 Individual Protein Alpha-1a adrenergic receptor Rattus norvegicus Ki = 3.262 nM DrugMatrix in vitro pharmacology data
NPT220 Individual Protein Alpha-1b adrenergic receptor Rattus norvegicus IC50 = 8.214 nM DrugMatrix in vitro pharmacology data
NPT220 Individual Protein Alpha-1b adrenergic receptor Rattus norvegicus Ki = 4.547 nM DrugMatrix in vitro pharmacology data
NPT221 Individual Protein Alpha-1d adrenergic receptor Homo sapiens IC50 = 49 nM DrugMatrix in vitro pharmacology data
NPT221 Individual Protein Alpha-1d adrenergic receptor Homo sapiens Ki = 24 nM DrugMatrix in vitro pharmacology data
NPT222 Individual Protein Alpha-2a adrenergic receptor Homo sapiens IC50 = 2.123 nM DrugMatrix in vitro pharmacology data
NPT222 Individual Protein Alpha-2a adrenergic receptor Homo sapiens Ki = 0.796 nM DrugMatrix in vitro pharmacology data
NPT223 Individual Protein Alpha-2b adrenergic receptor Homo sapiens IC50 = 3.844 nM DrugMatrix in vitro pharmacology data
NPT223 Individual Protein Alpha-2b adrenergic receptor Homo sapiens Ki = 1.755 nM DrugMatrix in vitro pharmacology data
NPT224 Individual Protein Alpha-2c adrenergic receptor Homo sapiens IC50 = 12 nM DrugMatrix in vitro pharmacology data
NPT224 Individual Protein Alpha-2c adrenergic receptor Homo sapiens Ki = 1.809 nM DrugMatrix in vitro pharmacology data
NPT225 Individual Protein Beta-1 adrenergic receptor Homo sapiens IC50 = 4142 nM DrugMatrix in vitro pharmacology data
NPT225 Individual Protein Beta-1 adrenergic receptor Homo sapiens Ki = 2392 nM DrugMatrix in vitro pharmacology data
NPT226 Individual Protein Beta-2 adrenergic receptor Homo sapiens IC50 = 2761 nM DrugMatrix in vitro pharmacology data
NPT226 Individual Protein Beta-2 adrenergic receptor Homo sapiens Ki = 1898 nM DrugMatrix in vitro pharmacology data
NPT109 Individual Protein Cytochrome P450 3A4 Homo sapiens IC50 = 1000 nM DrugMatrix in vitro pharmacology data
NPT242 Individual Protein Dopamine D1 receptor Homo sapiens IC50 = 1728 nM DrugMatrix in vitro pharmacology data
NPT242 Individual Protein Dopamine D1 receptor Homo sapiens Ki = 864 nM DrugMatrix in vitro pharmacology data
NPT243 Individual Protein Dopamine D2 receptor Homo sapiens IC50 = 4.3 nM DrugMatrix in vitro pharmacology data
NPT243 Individual Protein Dopamine D2 receptor Homo sapiens Ki = 1.433 nM DrugMatrix in vitro pharmacology data
NPT244 Individual Protein Dopamine D3 receptor Homo sapiens IC50 = 4.311 nM DrugMatrix in vitro pharmacology data
NPT244 Individual Protein Dopamine D3 receptor Homo sapiens Ki = 1.464 nM DrugMatrix in vitro pharmacology data
NPT2 Others Unspecified IC50 = 3.645 nM DrugMatrix in vitro pharmacology data
NPT2 Others Unspecified Ki = 2.43 nM DrugMatrix in vitro pharmacology data
NPT14 Individual Protein Tyrosine-protein kinase FYN Homo sapiens IC50 = 3160 nM DrugMatrix in vitro pharmacology data
NPT13 Individual Protein Tyrosine-protein kinase LCK Homo sapiens IC50 = 6499 nM DrugMatrix in vitro pharmacology data
NPT288 Individual Protein Serotonin 1a (5-HT1a) receptor Rattus norvegicus IC50 = 0.774 nM DrugMatrix in vitro pharmacology data
NPT288 Individual Protein Serotonin 1a (5-HT1a) receptor Rattus norvegicus Ki = 0.443 nM DrugMatrix in vitro pharmacology data
NPT289 Individual Protein Serotonin 1b (5-HT1b) receptor Rattus norvegicus IC50 = 0.201 nM DrugMatrix in vitro pharmacology data
NPT289 Individual Protein Serotonin 1b (5-HT1b) receptor Rattus norvegicus Ki = 0.091 nM DrugMatrix in vitro pharmacology data
NPT290 Individual Protein Serotonin 2a (5-HT2a) receptor Homo sapiens IC50 = 6.486 nM DrugMatrix in vitro pharmacology data
NPT290 Individual Protein Serotonin 2a (5-HT2a) receptor Homo sapiens Ki = 1.853 nM DrugMatrix in vitro pharmacology data
NPT291 Individual Protein Serotonin 2b (5-HT2b) receptor Homo sapiens IC50 = 3.461 nM DrugMatrix in vitro pharmacology data
NPT291 Individual Protein Serotonin 2b (5-HT2b) receptor Homo sapiens Ki = 2.203 nM DrugMatrix in vitro pharmacology data
NPT292 Individual Protein Serotonin 2c (5-HT2c) receptor Homo sapiens IC50 = 56 nM DrugMatrix in vitro pharmacology data
NPT292 Individual Protein Serotonin 2c (5-HT2c) receptor Homo sapiens Ki = 29 nM DrugMatrix in vitro pharmacology data
NPT293 Individual Protein Serotonin 4 (5-HT4) receptor Cavia porcellus IC50 = 1584 nM DrugMatrix in vitro pharmacology data
NPT293 Individual Protein Serotonin 4 (5-HT4) receptor Cavia porcellus Ki = 264 nM DrugMatrix in vitro pharmacology data
NPT294 Individual Protein Serotonin 6 (5-HT6) receptor Homo sapiens IC50 = 2.042 nM DrugMatrix in vitro pharmacology data
NPT294 Individual Protein Serotonin 6 (5-HT6) receptor Homo sapiens Ki = 0.948 nM DrugMatrix in vitro pharmacology data
NPT300 Individual Protein Thromboxane-A synthase Homo sapiens IC50 = 3064 nM DrugMatrix in vitro pharmacology data
NPT973 Individual Protein Serotonin 1b (5-HT1b) receptor Homo sapiens Ki = 2.1 nM 21982496
NPT974 Individual Protein Serotonin 1d (5-HT1d) receptor Homo sapiens Ki = 4.3 nM 21982496
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ki = 98900 nM 11961113
NPT668 Individual Protein P-glycoprotein 1 Homo sapiens Ki = 14250 nM 11961113
NPT1455 Individual Protein P-glycoprotein 3 Mus musculus Ki = 188800 nM 12235267
NPT1456 Individual Protein P-glycoprotein 1 Mus musculus Ki = 18000 nM 12235267
NPT1784 Individual Protein Serotonin 5a (5-HT5a) receptor Homo sapiens Ki = 15.49 nM 24365159
NPT974 Individual Protein Serotonin 1d (5-HT1d) receptor Homo sapiens Ki = 2.63 nM 24365159
NPT973 Individual Protein Serotonin 1b (5-HT1b) receptor Homo sapiens Ki = 3.02 nM 24365159
NPT1784 Individual Protein Serotonin 5a (5-HT5a) receptor Homo sapiens Ki = 16 nM 24365159
NPT974 Individual Protein Serotonin 1d (5-HT1d) receptor Homo sapiens Ki = 2.2 nM 24365159
NPT973 Individual Protein Serotonin 1b (5-HT1b) receptor Homo sapiens Ki = 3.1 nM 24365159

  Similar Natural Products in NPASS

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

●  The left chart: Distribution of similarity level between NPC191382 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
1.0 High Similarity NPC56109
0.9752 High Similarity NPC155444
0.8458 Intermediate Similarity NPC477714
0.8326 Intermediate Similarity NPC477715
0.8318 Intermediate Similarity NPC478157
0.8255 Intermediate Similarity NPC162860
0.8255 Intermediate Similarity NPC478158
0.8246 Intermediate Similarity NPC54420
0.8213 Intermediate Similarity NPC171317
0.8128 Intermediate Similarity NPC17059
0.8119 Intermediate Similarity NPC281049
0.8056 Intermediate Similarity NPC75634
0.8 Intermediate Similarity NPC213629
0.799 Intermediate Similarity NPC94752
0.798 Intermediate Similarity NPC228835
0.7917 Intermediate Similarity NPC107077
0.7917 Intermediate Similarity NPC223791
0.786 Intermediate Similarity NPC325976
0.7854 Intermediate Similarity NPC54744
0.784 Intermediate Similarity NPC475506
0.783 Intermediate Similarity NPC293917
0.7814 Intermediate Similarity NPC473376
0.7807 Intermediate Similarity NPC475969
0.7807 Intermediate Similarity NPC475859
0.7804 Intermediate Similarity NPC155143
0.7783 Intermediate Similarity NPC473640
0.7783 Intermediate Similarity NPC11126
0.7763 Intermediate Similarity NPC477175
0.7763 Intermediate Similarity NPC326363
0.7763 Intermediate Similarity NPC470730
0.7753 Intermediate Similarity NPC476491
0.7745 Intermediate Similarity NPC91179
0.7739 Intermediate Similarity NPC323752
0.7729 Intermediate Similarity NPC474877
0.7727 Intermediate Similarity NPC31385
0.7727 Intermediate Similarity NPC75726
0.7727 Intermediate Similarity NPC110602
0.7721 Intermediate Similarity NPC193761
0.7703 Intermediate Similarity NPC470731
0.7696 Intermediate Similarity NPC89987
0.7696 Intermediate Similarity NPC165743
0.7686 Intermediate Similarity NPC477176
0.7686 Intermediate Similarity NPC470729
0.7682 Intermediate Similarity NPC478029
0.7667 Intermediate Similarity NPC473763
0.7667 Intermediate Similarity NPC117244
0.7664 Intermediate Similarity NPC100321
0.7662 Intermediate Similarity NPC63279
0.7654 Intermediate Similarity NPC472846
0.7652 Intermediate Similarity NPC477177
0.7639 Intermediate Similarity NPC476874
0.7632 Intermediate Similarity NPC909
0.7632 Intermediate Similarity NPC319232
0.7632 Intermediate Similarity NPC24370
0.7632 Intermediate Similarity NPC475338
0.7629 Intermediate Similarity NPC297642
0.7623 Intermediate Similarity NPC470732
0.7621 Intermediate Similarity NPC64216
0.7613 Intermediate Similarity NPC475602
0.7598 Intermediate Similarity NPC475258
0.7597 Intermediate Similarity NPC478028
0.7574 Intermediate Similarity NPC194411
0.7571 Intermediate Similarity NPC321708
0.7561 Intermediate Similarity NPC68354
0.756 Intermediate Similarity NPC235684
0.7556 Intermediate Similarity NPC473310
0.754 Intermediate Similarity NPC478009
0.754 Intermediate Similarity NPC478010
0.7523 Intermediate Similarity NPC320968
0.7512 Intermediate Similarity NPC99939
0.7512 Intermediate Similarity NPC308931
0.75 Intermediate Similarity NPC315467
0.7489 Intermediate Similarity NPC471193
0.7489 Intermediate Similarity NPC471194
0.7489 Intermediate Similarity NPC6865
0.7489 Intermediate Similarity NPC153980
0.7477 Intermediate Similarity NPC475422
0.7466 Intermediate Similarity NPC87755
0.7465 Intermediate Similarity NPC47190
0.7464 Intermediate Similarity NPC165495
0.7463 Intermediate Similarity NPC37423
0.7463 Intermediate Similarity NPC275305
0.7456 Intermediate Similarity NPC474896
0.7453 Intermediate Similarity NPC95783
0.7449 Intermediate Similarity NPC314882
0.7444 Intermediate Similarity NPC72956
0.7435 Intermediate Similarity NPC19170
0.7429 Intermediate Similarity NPC15102
0.7426 Intermediate Similarity NPC472207
0.7424 Intermediate Similarity NPC312942
0.7424 Intermediate Similarity NPC31097
0.7424 Intermediate Similarity NPC327095
0.7414 Intermediate Similarity NPC297862
0.7412 Intermediate Similarity NPC272174
0.7407 Intermediate Similarity NPC227582
0.7403 Intermediate Similarity NPC472762
0.7398 Intermediate Similarity NPC478006
0.7397 Intermediate Similarity NPC476073
0.7393 Intermediate Similarity NPC63031
0.7391 Intermediate Similarity NPC59269
0.7391 Intermediate Similarity NPC40455
0.7389 Intermediate Similarity NPC472027
0.7385 Intermediate Similarity NPC252338
0.7382 Intermediate Similarity NPC69843
0.7378 Intermediate Similarity NPC473757
0.7356 Intermediate Similarity NPC126709
0.7356 Intermediate Similarity NPC248041
0.7356 Intermediate Similarity NPC283219
0.7352 Intermediate Similarity NPC300183
0.7348 Intermediate Similarity NPC253987
0.7342 Intermediate Similarity NPC477065
0.7339 Intermediate Similarity NPC74413
0.7336 Intermediate Similarity NPC153400
0.733 Intermediate Similarity NPC161861
0.7321 Intermediate Similarity NPC126066
0.7315 Intermediate Similarity NPC294693
0.7313 Intermediate Similarity NPC471192
0.7308 Intermediate Similarity NPC145885
0.7308 Intermediate Similarity NPC84827
0.7308 Intermediate Similarity NPC14113
0.7306 Intermediate Similarity NPC470497
0.7304 Intermediate Similarity NPC471506
0.7295 Intermediate Similarity NPC469938
0.7294 Intermediate Similarity NPC470499
0.7285 Intermediate Similarity NPC317701
0.7284 Intermediate Similarity NPC474196
0.7273 Intermediate Similarity NPC215795
0.7273 Intermediate Similarity NPC213468
0.7273 Intermediate Similarity NPC176199
0.7269 Intermediate Similarity NPC184225
0.7268 Intermediate Similarity NPC63751
0.7265 Intermediate Similarity NPC166492
0.7265 Intermediate Similarity NPC473362
0.726 Intermediate Similarity NPC267885
0.7255 Intermediate Similarity NPC478012
0.7255 Intermediate Similarity NPC478011
0.7251 Intermediate Similarity NPC470205
0.7246 Intermediate Similarity NPC314603
0.7241 Intermediate Similarity NPC476817
0.724 Intermediate Similarity NPC260900
0.7237 Intermediate Similarity NPC472845
0.7227 Intermediate Similarity NPC314176
0.7225 Intermediate Similarity NPC229348
0.7224 Intermediate Similarity NPC14812
0.722 Intermediate Similarity NPC49954
0.722 Intermediate Similarity NPC474561
0.722 Intermediate Similarity NPC160105
0.7215 Intermediate Similarity NPC265576
0.7212 Intermediate Similarity NPC203468
0.7212 Intermediate Similarity NPC149155
0.7212 Intermediate Similarity NPC82370
0.7212 Intermediate Similarity NPC110500
0.7197 Intermediate Similarity NPC28945
0.719 Intermediate Similarity NPC477107
0.719 Intermediate Similarity NPC219336
0.719 Intermediate Similarity NPC477108
0.719 Intermediate Similarity NPC477109
0.7188 Intermediate Similarity NPC323927
0.7186 Intermediate Similarity NPC474195
0.7174 Intermediate Similarity NPC475736
0.7162 Intermediate Similarity NPC36405
0.7162 Intermediate Similarity NPC251936
0.7156 Intermediate Similarity NPC195239
0.7156 Intermediate Similarity NPC157828
0.7156 Intermediate Similarity NPC469896
0.7149 Intermediate Similarity NPC17487
0.7149 Intermediate Similarity NPC476492
0.7149 Intermediate Similarity NPC201831
0.7143 Intermediate Similarity NPC206819
0.7143 Intermediate Similarity NPC217372
0.7143 Intermediate Similarity NPC323198
0.7143 Intermediate Similarity NPC15573
0.7143 Intermediate Similarity NPC318065
0.7143 Intermediate Similarity NPC70155
0.7143 Intermediate Similarity NPC183662
0.7143 Intermediate Similarity NPC56765
0.7136 Intermediate Similarity NPC472294
0.7136 Intermediate Similarity NPC131887
0.7125 Intermediate Similarity NPC285343
0.7123 Intermediate Similarity NPC11445
0.7119 Intermediate Similarity NPC33949
0.7118 Intermediate Similarity NPC313640
0.7118 Intermediate Similarity NPC250835
0.7115 Intermediate Similarity NPC125181
0.7115 Intermediate Similarity NPC242872
0.7115 Intermediate Similarity NPC263117
0.7115 Intermediate Similarity NPC314056
0.7111 Intermediate Similarity NPC225821
0.71 Intermediate Similarity NPC174788
0.7097 Intermediate Similarity NPC476460
0.7095 Intermediate Similarity NPC41679
0.7082 Intermediate Similarity NPC2395
0.708 Intermediate Similarity NPC258062
0.708 Intermediate Similarity NPC314957
0.7073 Intermediate Similarity NPC282231
0.7072 Intermediate Similarity NPC49196
0.7072 Intermediate Similarity NPC195461
0.7072 Intermediate Similarity NPC79129
0.7072 Intermediate Similarity NPC81654
0.7072 Intermediate Similarity NPC249150

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC191382 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
1.0 High Similarity NPD7780 Approved
1.0 High Similarity NPD7781 Approved
0.9522 High Similarity NPD7953 Approved
0.9522 High Similarity NPD7952 Approved
0.9522 High Similarity NPD7791 Approved
0.9522 High Similarity NPD7950 Approved
0.9522 High Similarity NPD7790 Approved
0.9522 High Similarity NPD7789 Approved
0.9522 High Similarity NPD7951 Approved
0.9282 High Similarity NPD7730 Approved
0.9282 High Similarity NPD7731 Approved
0.9194 High Similarity NPD7824 Approved
0.9187 High Similarity NPD7271 Approved
0.8957 High Similarity NPD7716 Approved
0.8957 High Similarity NPD7717 Approved
0.7991 Intermediate Similarity NPD8493 Clinical (unspecified phase)
0.7972 Intermediate Similarity NPD7594 Clinical (unspecified phase)
0.7951 Intermediate Similarity NPD3961 Discontinued
0.7844 Intermediate Similarity NPD7470 Discontinued
0.783 Intermediate Similarity NPD7621 Clinical (unspecified phase)
0.7808 Intermediate Similarity NPD8093 Discontinued
0.7748 Intermediate Similarity NPD8406 Clinical (unspecified phase)
0.7736 Intermediate Similarity NPD6664 Approved
0.7725 Intermediate Similarity NPD7619 Phase 3
0.7725 Intermediate Similarity NPD7618 Phase 3
0.7717 Intermediate Similarity NPD7998 Clinical (unspecified phase)
0.7713 Intermediate Similarity NPD8405 Clinical (unspecified phase)
0.7696 Intermediate Similarity NPD7957 Phase 1
0.7696 Intermediate Similarity NPD7958 Clinical (unspecified phase)
0.7661 Intermediate Similarity NPD6838 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD8112 Clinical (unspecified phase)
0.7613 Intermediate Similarity NPD8094 Discontinued
0.761 Intermediate Similarity NPD4076 Approved
0.761 Intermediate Similarity NPD4079 Approved
0.7608 Intermediate Similarity NPD3486 Clinical (unspecified phase)
0.7602 Intermediate Similarity NPD8013 Clinical (unspecified phase)
0.7598 Intermediate Similarity NPD4075 Phase 2
0.7593 Intermediate Similarity NPD7903 Clinical (unspecified phase)
0.7589 Intermediate Similarity NPD8000 Clinical (unspecified phase)
0.7585 Intermediate Similarity NPD5728 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD6203 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD3505 Approved
0.7561 Intermediate Similarity NPD3506 Approved
0.7559 Intermediate Similarity NPD7944 Discontinued
0.7557 Intermediate Similarity NPD7809 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7970 Approved
0.75 Intermediate Similarity NPD7971 Clinical (unspecified phase)
0.7489 Intermediate Similarity NPD5426 Phase 3
0.7466 Intermediate Similarity NPD7947 Clinical (unspecified phase)
0.7441 Intermediate Similarity NPD8431 Approved
0.7429 Intermediate Similarity NPD6610 Clinical (unspecified phase)
0.7409 Intermediate Similarity NPD8272 Phase 2
0.7403 Intermediate Similarity NPD7711 Discontinued
0.7342 Intermediate Similarity NPD8322 Phase 2
0.7339 Intermediate Similarity NPD6661 Clinical (unspecified phase)
0.7336 Intermediate Similarity NPD6180 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD8114 Approved
0.733 Intermediate Similarity NPD8115 Approved
0.733 Intermediate Similarity NPD7712 Clinical (unspecified phase)
0.7328 Intermediate Similarity NPD7603 Discontinued
0.7318 Intermediate Similarity NPD8073 Approved
0.7318 Intermediate Similarity NPD5721 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD4181 Approved
0.7295 Intermediate Similarity NPD4128 Approved
0.7291 Intermediate Similarity NPD3583 Phase 2
0.7291 Intermediate Similarity NPD3323 Discontinued
0.7285 Intermediate Similarity NPD8072 Approved
0.7277 Intermediate Similarity NPD8317 Phase 2
0.7277 Intermediate Similarity NPD8316 Phase 2
0.726 Intermediate Similarity NPD6375 Clinical (unspecified phase)
0.7253 Intermediate Similarity NPD8289 Discontinued
0.7251 Intermediate Similarity NPD2094 Phase 2
0.7251 Intermediate Similarity NPD2095 Phase 2
0.7251 Intermediate Similarity NPD2092 Phase 2
0.7249 Intermediate Similarity NPD6578 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD4426 Clinical (unspecified phase)
0.7217 Intermediate Similarity NPD2096 Phase 2
0.7217 Intermediate Similarity NPD2091 Phase 2
0.7217 Intermediate Similarity NPD7482 Phase 2
0.7217 Intermediate Similarity NPD7483 Phase 2
0.7212 Intermediate Similarity NPD482 Approved
0.7205 Intermediate Similarity NPD7823 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD7688 Phase 1
0.7195 Intermediate Similarity NPD7727 Phase 2
0.7184 Intermediate Similarity NPD4640 Approved
0.7184 Intermediate Similarity NPD4639 Approved
0.7184 Intermediate Similarity NPD4638 Approved
0.7177 Intermediate Similarity NPD749 Clinical (unspecified phase)
0.7173 Intermediate Similarity NPD8119 Discontinued
0.7171 Intermediate Similarity NPD5744 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD7233 Approved
0.7163 Intermediate Similarity NPD7234 Approved
0.7163 Intermediate Similarity NPD8110 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD8464 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD6595 Phase 3
0.7156 Intermediate Similarity NPD7666 Phase 3
0.7156 Intermediate Similarity NPD7665 Phase 2
0.7155 Intermediate Similarity NPD6615 Clinical (unspecified phase)
0.7149 Intermediate Similarity NPD8248 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4862 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2144 Approved
0.7143 Intermediate Similarity NPD7001 Phase 3
0.7143 Intermediate Similarity NPD5040 Clinical (unspecified phase)
0.7136 Intermediate Similarity NPD3607 Clinical (unspecified phase)
0.7136 Intermediate Similarity NPD7564 Discontinued
0.713 Intermediate Similarity NPD8271 Discontinued
0.713 Intermediate Similarity NPD5487 Phase 1
0.7124 Intermediate Similarity NPD5835 Phase 3
0.7124 Intermediate Similarity NPD5834 Phase 3
0.7123 Intermediate Similarity NPD3038 Discontinued
0.7104 Intermediate Similarity NPD7000 Clinical (unspecified phase)
0.7104 Intermediate Similarity NPD6999 Discontinued
0.7104 Intermediate Similarity NPD6249 Phase 2
0.7104 Intermediate Similarity NPD6248 Phase 2
0.7101 Intermediate Similarity NPD4779 Clinical (unspecified phase)
0.7098 Intermediate Similarity NPD5901 Discontinued
0.7097 Intermediate Similarity NPD6630 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD6204 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD7825 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD7921 Approved
0.7081 Intermediate Similarity NPD750 Phase 2
0.7078 Intermediate Similarity NPD7024 Clinical (unspecified phase)
0.7072 Intermediate Similarity NPD4601 Approved
0.7072 Intermediate Similarity NPD4600 Approved
0.707 Intermediate Similarity NPD6217 Discontinued
0.7067 Intermediate Similarity NPD4184 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD6665 Discontinued
0.7059 Intermediate Similarity NPD7393 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD8372 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD8257 Approved
0.7056 Intermediate Similarity NPD8258 Clinical (unspecified phase)
0.7056 Intermediate Similarity NPD8256 Approved
0.7051 Intermediate Similarity NPD6281 Approved
0.7045 Intermediate Similarity NPD7818 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD7817 Phase 1
0.704 Intermediate Similarity NPD5017 Discontinued
0.7031 Intermediate Similarity NPD8458 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8488 Clinical (unspecified phase)
0.6996 Remote Similarity NPD6479 Discontinued
0.6995 Remote Similarity NPD6277 Clinical (unspecified phase)
0.6979 Remote Similarity NPD6995 Phase 1
0.6972 Remote Similarity NPD4499 Approved
0.6968 Remote Similarity NPD6449 Clinical (unspecified phase)
0.6967 Remote Similarity NPD5065 Approved
0.6959 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6957 Remote Similarity NPD7573 Discontinued
0.6944 Remote Similarity NPD7772 Phase 3
0.6943 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6942 Remote Similarity NPD8279 Clinical (unspecified phase)
0.6937 Remote Similarity NPD7948 Phase 1
0.6933 Remote Similarity NPD6978 Phase 2
0.6933 Remote Similarity NPD6977 Clinical (unspecified phase)
0.693 Remote Similarity NPD2509 Approved
0.693 Remote Similarity NPD2510 Approved
0.6923 Remote Similarity NPD4602 Approved
0.692 Remote Similarity NPD6976 Clinical (unspecified phase)
0.6912 Remote Similarity NPD5809 Phase 3
0.6904 Remote Similarity NPD5559 Phase 2
0.6901 Remote Similarity NPD8329 Phase 3
0.69 Remote Similarity NPD8524 Approved
0.69 Remote Similarity NPD2125 Clinical (unspecified phase)
0.6883 Remote Similarity NPD7455 Approved
0.6883 Remote Similarity NPD7454 Approved
0.6872 Remote Similarity NPD3609 Approved
0.6872 Remote Similarity NPD3610 Approved
0.6867 Remote Similarity NPD7543 Phase 2
0.6867 Remote Similarity NPD8523 Approved
0.6865 Remote Similarity NPD8246 Approved
0.6865 Remote Similarity NPD8247 Approved
0.6864 Remote Similarity NPD8240 Discontinued
0.6862 Remote Similarity NPD6164 Phase 2
0.6862 Remote Similarity NPD6165 Phase 2
0.6861 Remote Similarity NPD6206 Phase 1
0.6858 Remote Similarity NPD7187 Phase 2
0.6849 Remote Similarity NPD7175 Phase 1
0.6849 Remote Similarity NPD6965 Clinical (unspecified phase)
0.6847 Remote Similarity NPD4427 Phase 2
0.6842 Remote Similarity NPD6732 Clinical (unspecified phase)
0.684 Remote Similarity NPD4112 Clinical (unspecified phase)
0.684 Remote Similarity NPD8349 Phase 1
0.684 Remote Similarity NPD4614 Clinical (unspecified phase)
0.6835 Remote Similarity NPD5820 Clinical (unspecified phase)
0.6833 Remote Similarity NPD4922 Phase 2
0.6829 Remote Similarity NPD7576 Discontinued
0.6828 Remote Similarity NPD2121 Clinical (unspecified phase)
0.6827 Remote Similarity NPD8250 Phase 2
0.682 Remote Similarity NPD6178 Phase 3
0.6808 Remote Similarity NPD5322 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6753 Phase 1
0.6807 Remote Similarity NPD6173 Approved
0.6807 Remote Similarity NPD6752 Phase 1
0.6805 Remote Similarity NPD8374 Phase 3
0.68 Remote Similarity NPD7308 Discontinued
0.68 Remote Similarity NPD3800 Clinical (unspecified phase)
0.6797 Remote Similarity NPD4051 Discontinued
0.6795 Remote Similarity NPD3394 Approved
0.6795 Remote Similarity NPD3393 Approved
0.6795 Remote Similarity NPD3389 Approved
0.6792 Remote Similarity NPD8430 Approved
0.679 Remote Similarity NPD7415 Suspended

Structure

External Identifiers

PubChem CID   8223
ChEMBL   CHEMBL442
ZINC  

Physicochemical Properties

Molecular Weight:  581.26
ALogP:  -1.9682
MLogP:  3.99
XLogP:  4.003
# Rotatable Bonds:  8
Polar Surface Area:  121.7
# H-Bond Aceptor:  10
# H-Bond Donor:  3
# Rings:  8
# Heavy Atoms:  43

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