Drug Information

Drug ID:  NPD2469
Drug Name:  Phentolamine
Molecular Formula:  C17H19N3O
Canonical SMILES:  Cc1ccc(cc1)N(c1cccc(c1)O)CC1=NCCN1
Standard InCHI:  InChI=1S/C17H19N3O/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15/h2-8,11,21H,9-10,12H2,1H3,(H,18,19)
Standard InCHIKey:  MRBDMNSDAVCSSF-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2469

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 0.7622 NPC469428
Intermediate Similarity 0.7468 NPC184437
Intermediate Similarity 0.7119 NPC72980
Intermediate Similarity 0.7115 NPC476687
Intermediate Similarity 0.7115 NPC476685
Intermediate Similarity 0.7115 NPC476689
Intermediate Similarity 0.7111 NPC94943
Intermediate Similarity 0.7056 NPC190007
Intermediate Similarity 0.7 NPC212535
Remote Similarity 0.6989 NPC474409
Remote Similarity 0.6987 NPC226662
Remote Similarity 0.6966 NPC9336
Remote Similarity 0.6966 NPC96890
Remote Similarity 0.6952 NPC242209
Remote Similarity 0.6918 NPC267237
Remote Similarity 0.6894 NPC166667
Remote Similarity 0.6889 NPC39822
Remote Similarity 0.6848 NPC46580
Remote Similarity 0.6832 NPC237227
Remote Similarity 0.6816 NPC225857
Remote Similarity 0.6798 NPC259545
Remote Similarity 0.6793 NPC150308
Remote Similarity 0.6748 NPC214988
Remote Similarity 0.6743 NPC476118
Remote Similarity 0.6743 NPC204867
Remote Similarity 0.674 NPC88363
Remote Similarity 0.674 NPC232340
Remote Similarity 0.674 NPC94174
Remote Similarity 0.6737 NPC70956
Remote Similarity 0.6737 NPC153042
Remote Similarity 0.6737 NPC243834
Remote Similarity 0.6725 NPC471132
Remote Similarity 0.6719 NPC249040
Remote Similarity 0.6716 NPC220851
Remote Similarity 0.6705 NPC471178
Remote Similarity 0.6703 NPC171171
Remote Similarity 0.6703 NPC314573
Remote Similarity 0.6686 NPC289776
Remote Similarity 0.6686 NPC133470
Remote Similarity 0.6686 NPC191863
Remote Similarity 0.6683 NPC294620
Remote Similarity 0.6667 NPC183407
Remote Similarity 0.6667 NPC256838
Remote Similarity 0.6649 NPC92803
Remote Similarity 0.6649 NPC203628
Remote Similarity 0.6647 NPC315257
Remote Similarity 0.6647 NPC144691
Remote Similarity 0.6646 NPC476950
Remote Similarity 0.6632 NPC25897
Remote Similarity 0.6631 NPC18890
Remote Similarity 0.6631 NPC246700
Remote Similarity 0.6628 NPC36168
Remote Similarity 0.6618 NPC2497
Remote Similarity 0.6614 NPC99666
Remote Similarity 0.6611 NPC471294
Remote Similarity 0.6611 NPC477185
Remote Similarity 0.6607 NPC119569
Remote Similarity 0.6597 NPC303214
Remote Similarity 0.6595 NPC204717
Remote Similarity 0.6593 NPC477187
Remote Similarity 0.6591 NPC471177
Remote Similarity 0.6591 NPC124542
Remote Similarity 0.6591 NPC59779
Remote Similarity 0.6582 NPC318965
Remote Similarity 0.6582 NPC475070
Remote Similarity 0.6579 NPC106937
Remote Similarity 0.657 NPC13397
Remote Similarity 0.6566 NPC168861
Remote Similarity 0.6564 NPC475112
Remote Similarity 0.6564 NPC291535
Remote Similarity 0.6564 NPC475085
Remote Similarity 0.6562 NPC77555
Remote Similarity 0.6559 NPC314002
Remote Similarity 0.6556 NPC85482
Remote Similarity 0.6554 NPC159319
Remote Similarity 0.6553 NPC162748
Remote Similarity 0.6548 NPC473804
Remote Similarity 0.6546 NPC329747
Remote Similarity 0.6543 NPC32771
Remote Similarity 0.6541 NPC220765
Remote Similarity 0.6538 NPC473432
Remote Similarity 0.6533 NPC476116
Remote Similarity 0.6528 NPC306376
Remote Similarity 0.6526 NPC324149
Remote Similarity 0.6517 NPC471130
Remote Similarity 0.6513 NPC222982
Remote Similarity 0.6513 NPC288232
Remote Similarity 0.651 NPC472193
Remote Similarity 0.6505 NPC84478
Remote Similarity 0.6503 NPC184964
Remote Similarity 0.6502 NPC330009
Remote Similarity 0.6497 NPC88970
Remote Similarity 0.6488 NPC60553
Remote Similarity 0.6486 NPC477891
Remote Similarity 0.6485 NPC469592
Remote Similarity 0.6485 NPC471080
Remote Similarity 0.6482 NPC475910
Remote Similarity 0.6478 NPC476249
Remote Similarity 0.6477 NPC469243
Remote Similarity 0.6477 NPC291359
Remote Similarity 0.6474 NPC184161
Remote Similarity 0.6467 NPC314113
Remote Similarity 0.6467 NPC280853
Remote Similarity 0.6464 NPC105758
Remote Similarity 0.6464 NPC476688
Remote Similarity 0.6464 NPC476686
Remote Similarity 0.6461 NPC32028
Remote Similarity 0.646 NPC471321
Remote Similarity 0.646 NPC471306
Remote Similarity 0.6458 NPC326634
Remote Similarity 0.6455 NPC128751
Remote Similarity 0.6452 NPC471785
Remote Similarity 0.645 NPC472103
Remote Similarity 0.6444 NPC33507
Remote Similarity 0.6444 NPC278874
Remote Similarity 0.6441 NPC120798
Remote Similarity 0.644 NPC79213
Remote Similarity 0.6436 NPC128084
Remote Similarity 0.6436 NPC471603
Remote Similarity 0.6433 NPC161292
Remote Similarity 0.6432 NPC70092
Remote Similarity 0.6432 NPC193777
Remote Similarity 0.6429 NPC475532
Remote Similarity 0.6429 NPC245657
Remote Similarity 0.6429 NPC285016
Remote Similarity 0.6429 NPC187145
Remote Similarity 0.6429 NPC472241
Remote Similarity 0.6429 NPC232600
Remote Similarity 0.6421 NPC474059
Remote Similarity 0.6421 NPC106833
Remote Similarity 0.6421 NPC469497
Remote Similarity 0.6419 NPC76327
Remote Similarity 0.6409 NPC274198
Remote Similarity 0.6409 NPC198254
Remote Similarity 0.6407 NPC471596
Remote Similarity 0.6407 NPC204156
Remote Similarity 0.6407 NPC211468
Remote Similarity 0.6407 NPC476989
Remote Similarity 0.6407 NPC170170
Remote Similarity 0.6407 NPC219233
Remote Similarity 0.6404 NPC315214
Remote Similarity 0.6404 NPC85651
Remote Similarity 0.6404 NPC79911
Remote Similarity 0.6404 NPC476231
Remote Similarity 0.6404 NPC47298
Remote Similarity 0.6398 NPC144114
Remote Similarity 0.6393 NPC165285
Remote Similarity 0.6389 NPC19555
Remote Similarity 0.6387 NPC475411
Remote Similarity 0.6386 NPC242923
Remote Similarity 0.6384 NPC84508
Remote Similarity 0.6384 NPC475544
Remote Similarity 0.6382 NPC225400
Remote Similarity 0.6378 NPC315957
Remote Similarity 0.6378 NPC119652
Remote Similarity 0.6378 NPC97526
Remote Similarity 0.6376 NPC96224
Remote Similarity 0.6376 NPC24101
Remote Similarity 0.6374 NPC146370
Remote Similarity 0.6369 NPC323123
Remote Similarity 0.6369 NPC473057
Remote Similarity 0.6369 NPC223207
Remote Similarity 0.6369 NPC273830
Remote Similarity 0.6368 NPC472289
Remote Similarity 0.6364 NPC476098
Remote Similarity 0.6359 NPC469594
Remote Similarity 0.6359 NPC264285
Remote Similarity 0.6354 NPC280022
Remote Similarity 0.635 NPC470786
Remote Similarity 0.635 NPC471155
Remote Similarity 0.635 NPC472538
Remote Similarity 0.6347 NPC48202
Remote Similarity 0.6346 NPC283760
Remote Similarity 0.6344 NPC298320
Remote Similarity 0.6341 NPC208757
Remote Similarity 0.634 NPC70259
Remote Similarity 0.6339 NPC208060
Remote Similarity 0.6337 NPC5145
Remote Similarity 0.6335 NPC5630
Remote Similarity 0.6333 NPC290755
Remote Similarity 0.6333 NPC471771
Remote Similarity 0.6333 NPC304074
Remote Similarity 0.6333 NPC255721
Remote Similarity 0.6331 NPC326241
Remote Similarity 0.6329 NPC213530
Remote Similarity 0.6329 NPC193267
Remote Similarity 0.6327 NPC18487
Remote Similarity 0.6319 NPC471778
Remote Similarity 0.6319 NPC276506
Remote Similarity 0.6318 NPC270241
Remote Similarity 0.6316 NPC471598
Remote Similarity 0.6316 NPC472242
Remote Similarity 0.6313 NPC199737
Remote Similarity 0.6313 NPC315498
Remote Similarity 0.6313 NPC230942
Remote Similarity 0.631 NPC472243
Remote Similarity 0.631 NPC47986
Remote Similarity 0.6308 NPC474188
Remote Similarity 0.6305 NPC23294
Remote Similarity 0.6304 NPC17698

Drug Structure

External Identifiers

TTD   DAP000299
DrugBank   DB00692
ChEMBL   CHEMBL597
IUPHAR/BPS   502
PharmaGKB   PA450926
KEGG Drug  
PubChem CID   5775
ChEBI   8081
CAS Number  50-60-2

Drug Properties

Molecular Weight  281.15
ALogP  -0.6845
MLogP  2.89
XLogP  3.73
HDA  3
HBD  2
Rotatable Bonds  6
TPSA  47.86
RO5 Violation  0