Drug Information

Drug ID:  NPD993
Drug Name:  Tacrine
Molecular Formula:  C13H14N2
Canonical SMILES:  N=c1c2CCCCc2[nH]c2c1cccc2
Standard InCHI:  InChI=1S/C13H14N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1,3,5,7H,2,4,6,8H2,(H2,14,15)
Standard InCHIKey:  YLJREFDVOIBQDA-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD993

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
High Similarity 0.9223 NPC302790
High Similarity 0.8624 NPC314141
Intermediate Similarity 0.8319 NPC313449
Intermediate Similarity 0.8288 NPC187036
Intermediate Similarity 0.8158 NPC192209
Intermediate Similarity 0.8125 NPC296163
Intermediate Similarity 0.7909 NPC79618
Intermediate Similarity 0.7826 NPC288232
Intermediate Similarity 0.768 NPC22079
Intermediate Similarity 0.7589 NPC434
Intermediate Similarity 0.7563 NPC54102
Intermediate Similarity 0.7563 NPC162689
Intermediate Similarity 0.7542 NPC148140
Intermediate Similarity 0.7525 NPC229477
Intermediate Similarity 0.75 NPC191444
Intermediate Similarity 0.75 NPC250361
Intermediate Similarity 0.7479 NPC81561
Intermediate Similarity 0.7476 NPC111233
Intermediate Similarity 0.7459 NPC41174
Intermediate Similarity 0.7404 NPC176858
Intermediate Similarity 0.7381 NPC9856
Intermediate Similarity 0.7381 NPC473762
Intermediate Similarity 0.7379 NPC262295
Intermediate Similarity 0.7368 NPC164802
Intermediate Similarity 0.7358 NPC108800
Intermediate Similarity 0.7323 NPC473587
Intermediate Similarity 0.7308 NPC30445
Intermediate Similarity 0.7297 NPC291610
Intermediate Similarity 0.7295 NPC215519
Intermediate Similarity 0.7295 NPC475915
Intermediate Similarity 0.7287 NPC473930
Intermediate Similarity 0.7266 NPC476687
Intermediate Similarity 0.7266 NPC476689
Intermediate Similarity 0.7266 NPC475428
Intermediate Similarity 0.7266 NPC476685
Intermediate Similarity 0.7213 NPC279385
Intermediate Similarity 0.7213 NPC179605
Intermediate Similarity 0.7209 NPC179365
Intermediate Similarity 0.7209 NPC475450
Intermediate Similarity 0.72 NPC122718
Intermediate Similarity 0.7197 NPC125746
Intermediate Similarity 0.7176 NPC198988
Intermediate Similarity 0.717 NPC78154
Intermediate Similarity 0.7157 NPC134825
Intermediate Similarity 0.7154 NPC103292
Intermediate Similarity 0.7143 NPC205652
Intermediate Similarity 0.7121 NPC325252
Intermediate Similarity 0.7097 NPC268534
Intermediate Similarity 0.709 NPC88097
Intermediate Similarity 0.7049 NPC264580
Intermediate Similarity 0.7037 NPC284635
Intermediate Similarity 0.7025 NPC313673
Intermediate Similarity 0.7008 NPC252794
Intermediate Similarity 0.7007 NPC242556
Remote Similarity 0.6992 NPC218268
Remote Similarity 0.6992 NPC96102
Remote Similarity 0.6983 NPC37584
Remote Similarity 0.6963 NPC2823
Remote Similarity 0.6963 NPC312092
Remote Similarity 0.6953 NPC476950
Remote Similarity 0.694 NPC84911
Remote Similarity 0.694 NPC105127
Remote Similarity 0.6934 NPC136002
Remote Similarity 0.6916 NPC173991
Remote Similarity 0.6912 NPC59084
Remote Similarity 0.6912 NPC2949
Remote Similarity 0.6912 NPC115611
Remote Similarity 0.6906 NPC143872
Remote Similarity 0.6894 NPC184437
Remote Similarity 0.6875 NPC166424
Remote Similarity 0.6875 NPC146373
Remote Similarity 0.6875 NPC245244
Remote Similarity 0.687 NPC53044
Remote Similarity 0.6866 NPC261195
Remote Similarity 0.6866 NPC29886
Remote Similarity 0.6861 NPC473868
Remote Similarity 0.6861 NPC63157
Remote Similarity 0.685 NPC46358
Remote Similarity 0.6838 NPC73767
Remote Similarity 0.6838 NPC110126
Remote Similarity 0.6822 NPC145754
Remote Similarity 0.6822 NPC476140
Remote Similarity 0.6818 NPC82295
Remote Similarity 0.6818 NPC101165
Remote Similarity 0.6809 NPC124005
Remote Similarity 0.6809 NPC37548
Remote Similarity 0.6788 NPC469767
Remote Similarity 0.6788 NPC279081
Remote Similarity 0.6788 NPC469761
Remote Similarity 0.6788 NPC469768
Remote Similarity 0.6788 NPC469784
Remote Similarity 0.6788 NPC469779
Remote Similarity 0.6788 NPC469783
Remote Similarity 0.6788 NPC469780
Remote Similarity 0.6783 NPC474430
Remote Similarity 0.6762 NPC169016
Remote Similarity 0.6761 NPC148592
Remote Similarity 0.6746 NPC257490
Remote Similarity 0.6742 NPC282398
Remote Similarity 0.6739 NPC469766
Remote Similarity 0.6738 NPC477134
Remote Similarity 0.6738 NPC21605
Remote Similarity 0.6724 NPC275467
Remote Similarity 0.6721 NPC470550
Remote Similarity 0.672 NPC291962
Remote Similarity 0.672 NPC177684
Remote Similarity 0.6719 NPC192533
Remote Similarity 0.6715 NPC471574
Remote Similarity 0.6714 NPC204141
Remote Similarity 0.6714 NPC470440
Remote Similarity 0.67 NPC301874
Remote Similarity 0.6691 NPC190296
Remote Similarity 0.6691 NPC20144
Remote Similarity 0.6691 NPC314102
Remote Similarity 0.6691 NPC251722
Remote Similarity 0.6667 NPC63545
Remote Similarity 0.6667 NPC161956
Remote Similarity 0.6667 NPC288838
Remote Similarity 0.6667 NPC238499
Remote Similarity 0.6667 NPC129042
Remote Similarity 0.6667 NPC258531
Remote Similarity 0.6667 NPC112373
Remote Similarity 0.6667 NPC27740
Remote Similarity 0.6667 NPC325599
Remote Similarity 0.6667 NPC230002
Remote Similarity 0.6667 NPC317564
Remote Similarity 0.6643 NPC33421
Remote Similarity 0.6641 NPC209389
Remote Similarity 0.6641 NPC328590
Remote Similarity 0.6638 NPC178681
Remote Similarity 0.6636 NPC258046
Remote Similarity 0.6633 NPC271732
Remote Similarity 0.6621 NPC471458
Remote Similarity 0.6621 NPC470507
Remote Similarity 0.6621 NPC38736
Remote Similarity 0.662 NPC179787
Remote Similarity 0.662 NPC201380
Remote Similarity 0.662 NPC469811
Remote Similarity 0.6619 NPC277157
Remote Similarity 0.661 NPC473498
Remote Similarity 0.6607 NPC329430
Remote Similarity 0.6599 NPC206819
Remote Similarity 0.6599 NPC318065
Remote Similarity 0.6599 NPC475990
Remote Similarity 0.6596 NPC314372
Remote Similarity 0.6596 NPC159856
Remote Similarity 0.6593 NPC300299
Remote Similarity 0.6591 NPC194562
Remote Similarity 0.6587 NPC91958
Remote Similarity 0.6581 NPC328877
Remote Similarity 0.6575 NPC285469
Remote Similarity 0.6575 NPC141353
Remote Similarity 0.6575 NPC184476
Remote Similarity 0.6573 NPC187951
Remote Similarity 0.6573 NPC321911
Remote Similarity 0.6565 NPC478079
Remote Similarity 0.6562 NPC39818
Remote Similarity 0.6554 NPC122141
Remote Similarity 0.6552 NPC232798
Remote Similarity 0.6552 NPC325903
Remote Similarity 0.6549 NPC478186
Remote Similarity 0.6532 NPC317031
Remote Similarity 0.6531 NPC286427
Remote Similarity 0.6531 NPC299594
Remote Similarity 0.6528 NPC53947
Remote Similarity 0.6522 NPC213774
Remote Similarity 0.6522 NPC169433
Remote Similarity 0.6522 NPC130251
Remote Similarity 0.6518 NPC469330
Remote Similarity 0.6512 NPC328683
Remote Similarity 0.6512 NPC283130
Remote Similarity 0.6512 NPC254698
Remote Similarity 0.6509 NPC119677
Remote Similarity 0.6507 NPC476219
Remote Similarity 0.6505 NPC12857
Remote Similarity 0.6503 NPC471957
Remote Similarity 0.6483 NPC117032
Remote Similarity 0.648 NPC147957
Remote Similarity 0.6479 NPC469525
Remote Similarity 0.6479 NPC469735
Remote Similarity 0.6475 NPC104483
Remote Similarity 0.6475 NPC301760
Remote Similarity 0.6458 NPC2272
Remote Similarity 0.6449 NPC150259
Remote Similarity 0.6443 NPC279918
Remote Similarity 0.6443 NPC473320
Remote Similarity 0.6439 NPC469949
Remote Similarity 0.6438 NPC295021
Remote Similarity 0.6435 NPC317642
Remote Similarity 0.6434 NPC469740
Remote Similarity 0.6419 NPC216643
Remote Similarity 0.6417 NPC172170
Remote Similarity 0.6414 NPC105818
Remote Similarity 0.6414 NPC24678
Remote Similarity 0.6412 NPC474926
Remote Similarity 0.6408 NPC325662
Remote Similarity 0.6408 NPC98269
Remote Similarity 0.6403 NPC207554
Remote Similarity 0.64 NPC143156
Remote Similarity 0.64 NPC16667

Drug Structure

External Identifiers

TTD   DAP000558
DrugBank   DB00382
ChEMBL   CHEMBL95
IUPHAR/BPS   6687
PharmaGKB   PA451576
KEGG Drug   D08555
PubChem CID   1935
ChEBI   45980
CAS Number  321-64-2

Drug Properties

Molecular Weight  198.12
ALogP  -0.9586
MLogP  2.67
XLogP  3.249
HDA  2
HBD  2
Rotatable Bonds  0
TPSA  35.88
RO5 Violation  0