Drug Information

Drug ID:  NPD2600
Drug Name:  Pyrilamine
Molecular Formula:  C17H23N3O
Canonical SMILES:  COc1ccc(cc1)CN(c1ccccn1)CCN(C)C
Standard InCHI:  InChI=1S/C17H23N3O/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15/h4-11H,12-14H2,1-3H3
Standard InCHIKey:  YECBIJXISLIIDS-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2600

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.


  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 0.7795 NPC242923
Intermediate Similarity 0.7647 NPC133140
Intermediate Similarity 0.7647 NPC195268
Intermediate Similarity 0.7525 NPC308906
Intermediate Similarity 0.7514 NPC471178
Intermediate Similarity 0.75 NPC177404
Intermediate Similarity 0.7423 NPC232727
Intermediate Similarity 0.7409 NPC476582
Intermediate Similarity 0.7409 NPC4071
Intermediate Similarity 0.7409 NPC476578
Intermediate Similarity 0.7401 NPC124542
Intermediate Similarity 0.7401 NPC471177
Intermediate Similarity 0.7401 NPC59779
Intermediate Similarity 0.74 NPC471603
Intermediate Similarity 0.7389 NPC476518
Intermediate Similarity 0.7371 NPC315957
Intermediate Similarity 0.7371 NPC477019
Intermediate Similarity 0.7356 NPC26872
Intermediate Similarity 0.7353 NPC471323
Intermediate Similarity 0.7351 NPC470474
Intermediate Similarity 0.7348 NPC121658
Intermediate Similarity 0.7348 NPC14651
Intermediate Similarity 0.732 NPC287437
Intermediate Similarity 0.7316 NPC92111
Intermediate Similarity 0.731 NPC285558
Intermediate Similarity 0.731 NPC16452
Intermediate Similarity 0.731 NPC476581
Intermediate Similarity 0.731 NPC36229
Intermediate Similarity 0.7308 NPC111624
Intermediate Similarity 0.7302 NPC472289
Intermediate Similarity 0.729 NPC30540
Intermediate Similarity 0.7286 NPC476465
Intermediate Similarity 0.7282 NPC176538
Intermediate Similarity 0.7263 NPC76748
Intermediate Similarity 0.725 NPC174758
Intermediate Similarity 0.724 NPC289786
Intermediate Similarity 0.7232 NPC26850
Intermediate Similarity 0.7216 NPC267928
Intermediate Similarity 0.7214 NPC123976
Intermediate Similarity 0.7214 NPC290689
Intermediate Similarity 0.7214 NPC167860
Intermediate Similarity 0.7211 NPC296527
Intermediate Similarity 0.7167 NPC473057
Intermediate Similarity 0.7165 NPC473053
Intermediate Similarity 0.7157 NPC31930
Intermediate Similarity 0.715 NPC307963
Intermediate Similarity 0.715 NPC313189
Intermediate Similarity 0.7128 NPC224928
Intermediate Similarity 0.7114 NPC82548
Intermediate Similarity 0.7107 NPC234197
Intermediate Similarity 0.7107 NPC19872
Intermediate Similarity 0.71 NPC470164
Intermediate Similarity 0.71 NPC323345
Intermediate Similarity 0.7092 NPC127085
Intermediate Similarity 0.7085 NPC475774
Intermediate Similarity 0.7085 NPC476138
Intermediate Similarity 0.7085 NPC245816
Intermediate Similarity 0.7081 NPC312872
Intermediate Similarity 0.7079 NPC174672
Intermediate Similarity 0.7074 NPC161887
Intermediate Similarity 0.7074 NPC219963
Intermediate Similarity 0.7074 NPC266551
Intermediate Similarity 0.7059 NPC53069
Intermediate Similarity 0.7059 NPC112206
Intermediate Similarity 0.7059 NPC202605
Intermediate Similarity 0.7059 NPC296482
Intermediate Similarity 0.7059 NPC202768
Intermediate Similarity 0.705 NPC264166
Intermediate Similarity 0.705 NPC47059
Intermediate Similarity 0.705 NPC165349
Intermediate Similarity 0.705 NPC329708
Intermediate Similarity 0.705 NPC274291
Intermediate Similarity 0.705 NPC118832
Intermediate Similarity 0.7039 NPC274982
Intermediate Similarity 0.7021 NPC222592
Intermediate Similarity 0.7021 NPC168486
Intermediate Similarity 0.702 NPC121772
Intermediate Similarity 0.7011 NPC164664
Intermediate Similarity 0.7009 NPC160666
Intermediate Similarity 0.7005 NPC12100
Remote Similarity 0.6995 NPC108469
Remote Similarity 0.699 NPC13880
Remote Similarity 0.698 NPC135549
Remote Similarity 0.6978 NPC97367
Remote Similarity 0.6978 NPC118511
Remote Similarity 0.6976 NPC251160
Remote Similarity 0.697 NPC212125
Remote Similarity 0.6963 NPC20249
Remote Similarity 0.6961 NPC470020
Remote Similarity 0.6952 NPC17305
Remote Similarity 0.6946 NPC287208
Remote Similarity 0.6942 NPC236668
Remote Similarity 0.6939 NPC280638
Remote Similarity 0.6938 NPC193267
Remote Similarity 0.6938 NPC213530
Remote Similarity 0.6938 NPC17565
Remote Similarity 0.6935 NPC329747
Remote Similarity 0.6927 NPC208284
Remote Similarity 0.6912 NPC469589
Remote Similarity 0.6911 NPC84478
Remote Similarity 0.6908 NPC146976
Remote Similarity 0.6904 NPC251090
Remote Similarity 0.6895 NPC144114
Remote Similarity 0.6893 NPC96405
Remote Similarity 0.6893 NPC171409
Remote Similarity 0.6891 NPC74382
Remote Similarity 0.6891 NPC206251
Remote Similarity 0.6889 NPC56271
Remote Similarity 0.6882 NPC476686
Remote Similarity 0.6882 NPC105758
Remote Similarity 0.6882 NPC476688
Remote Similarity 0.6868 NPC285635
Remote Similarity 0.6866 NPC295898
Remote Similarity 0.6865 NPC278874
Remote Similarity 0.686 NPC162530
Remote Similarity 0.686 NPC266931
Remote Similarity 0.6856 NPC224327
Remote Similarity 0.6847 NPC472111
Remote Similarity 0.6842 NPC473513
Remote Similarity 0.6827 NPC470549
Remote Similarity 0.6825 NPC283152
Remote Similarity 0.6823 NPC62069
Remote Similarity 0.6821 NPC134079
Remote Similarity 0.6818 NPC194967
Remote Similarity 0.6812 NPC264176
Remote Similarity 0.6812 NPC26679
Remote Similarity 0.681 NPC173080
Remote Similarity 0.6808 NPC65277
Remote Similarity 0.6798 NPC210256
Remote Similarity 0.6796 NPC113369
Remote Similarity 0.6794 NPC170114
Remote Similarity 0.6792 NPC60621
Remote Similarity 0.6792 NPC310118
Remote Similarity 0.6791 NPC187145
Remote Similarity 0.6779 NPC271215
Remote Similarity 0.6779 NPC149471
Remote Similarity 0.6776 NPC25899
Remote Similarity 0.6771 NPC477806
Remote Similarity 0.6771 NPC176127
Remote Similarity 0.6771 NPC477796
Remote Similarity 0.6771 NPC477795
Remote Similarity 0.6771 NPC477805
Remote Similarity 0.6766 NPC165370
Remote Similarity 0.6766 NPC471313
Remote Similarity 0.6766 NPC306397
Remote Similarity 0.6766 NPC471311
Remote Similarity 0.6766 NPC329793
Remote Similarity 0.6753 NPC204385
Remote Similarity 0.6751 NPC324149
Remote Similarity 0.6748 NPC185782
Remote Similarity 0.6747 NPC151489
Remote Similarity 0.6744 NPC2497
Remote Similarity 0.6738 NPC473764
Remote Similarity 0.6738 NPC314940
Remote Similarity 0.6736 NPC284559
Remote Similarity 0.673 NPC473822
Remote Similarity 0.6729 NPC122436
Remote Similarity 0.6729 NPC130570
Remote Similarity 0.6719 NPC118776
Remote Similarity 0.6719 NPC206201
Remote Similarity 0.6717 NPC84853
Remote Similarity 0.6717 NPC226202
Remote Similarity 0.6715 NPC188420
Remote Similarity 0.6715 NPC11464
Remote Similarity 0.6706 NPC471322
Remote Similarity 0.6703 NPC263439
Remote Similarity 0.6699 NPC475910
Remote Similarity 0.6699 NPC469592
Remote Similarity 0.6699 NPC471080
Remote Similarity 0.6699 NPC476287
Remote Similarity 0.6698 NPC250178
Remote Similarity 0.6698 NPC168209
Remote Similarity 0.6696 NPC472067
Remote Similarity 0.6696 NPC472066
Remote Similarity 0.6696 NPC472031
Remote Similarity 0.6684 NPC1527
Remote Similarity 0.6682 NPC66777
Remote Similarity 0.6682 NPC314954
Remote Similarity 0.6682 NPC122463
Remote Similarity 0.6682 NPC471762
Remote Similarity 0.6667 NPC280964
Remote Similarity 0.6667 NPC174049
Remote Similarity 0.6667 NPC114335
Remote Similarity 0.6667 NPC208060
Remote Similarity 0.6667 NPC99666
Remote Similarity 0.6667 NPC141915
Remote Similarity 0.6667 NPC171171
Remote Similarity 0.6667 NPC223427
Remote Similarity 0.6667 NPC103687
Remote Similarity 0.6667 NPC132631
Remote Similarity 0.6652 NPC295228
Remote Similarity 0.6651 NPC316981
Remote Similarity 0.6651 NPC100079
Remote Similarity 0.6651 NPC472098
Remote Similarity 0.6651 NPC115595
Remote Similarity 0.6651 NPC23614
Remote Similarity 0.665 NPC193238
Remote Similarity 0.665 NPC470586
Remote Similarity 0.6649 NPC96890
Remote Similarity 0.6649 NPC224632

Drug Structure

External Identifiers

TTD   DAP001400
DrugBank   DB06691
ChEMBL   CHEMBL511
IUPHAR/BPS   1227
PharmaGKB   PA165958366
KEGG Drug   D08183
PubChem CID   5284451
ChEBI   6762
CAS Number  91-84-9

Drug Properties

Molecular Weight  285.18
ALogP  0.214
MLogP  2.89
XLogP  3.183
HDA  3
HBD  0
Rotatable Bonds  10
TPSA  28.6
RO5 Violation  0