Natural Product: NPC476950

Natural Product ID:  NPC476950
Common Name:   Cryptoheptine
IUPAC Name:  
Synonyms:   Cryptoheptine
Molecular Formula:   C17H14N2O
Standard InCHIKey:  MLODBEIKDGFCLJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C17H14N2O/c1-19-14-9-5-3-7-12(14)17-15(19)10-16(20)11-6-2-4-8-13(11)18-17/h2-10,17,20H,1H3
Canonical SMILES:  CN1c2ccccc2C2C1=CC(=c1c(=N2)cccc1)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO17958 Cryptolepis sanguinolenta Species Apocynaceae Eukaryota PMID[19299148]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 800 nM 19299148

  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 NPC476950 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
0.8209 Intermediate Similarity NPC184437
0.8065 Intermediate Similarity NPC296163
0.7953 Intermediate Similarity NPC192209
0.7778 Intermediate Similarity NPC187036
0.7571 Intermediate Similarity NPC325599
0.7538 Intermediate Similarity NPC313449
0.7385 Intermediate Similarity NPC288232
0.7317 Intermediate Similarity NPC291610
0.7266 Intermediate Similarity NPC9856
0.7246 Intermediate Similarity NPC478079
0.7244 Intermediate Similarity NPC164802
0.7241 Intermediate Similarity NPC471574
0.7239 Intermediate Similarity NPC317564
0.7218 Intermediate Similarity NPC264580
0.7206 Intermediate Similarity NPC328683
0.7206 Intermediate Similarity NPC283130
0.72 Intermediate Similarity NPC37548
0.7171 Intermediate Similarity NPC471132
0.7152 Intermediate Similarity NPC40070
0.7143 Intermediate Similarity NPC226662
0.7115 Intermediate Similarity NPC476231
0.7109 Intermediate Similarity NPC302790
0.7095 Intermediate Similarity NPC136002
0.7086 Intermediate Similarity NPC187951
0.7083 Intermediate Similarity NPC198988
0.7068 Intermediate Similarity NPC147957
0.7059 Intermediate Similarity NPC475915
0.7059 Intermediate Similarity NPC78154
0.7047 Intermediate Similarity NPC242556
0.7042 Intermediate Similarity NPC476689
0.7042 Intermediate Similarity NPC476687
0.7042 Intermediate Similarity NPC476685
0.7039 Intermediate Similarity NPC105818
0.7039 Intermediate Similarity NPC24678
0.7034 Intermediate Similarity NPC325252
0.7027 Intermediate Similarity NPC473868
0.7027 Intermediate Similarity NPC63157
0.7025 Intermediate Similarity NPC471130
0.7013 Intermediate Similarity NPC38736
0.7013 Intermediate Similarity NPC470507
0.7007 Intermediate Similarity NPC104483
0.7 Intermediate Similarity NPC159856
0.7 Intermediate Similarity NPC470440
0.698 Remote Similarity NPC20144
0.6954 Remote Similarity NPC254798
0.695 Remote Similarity NPC150863
0.6923 Remote Similarity NPC53044
0.6899 Remote Similarity NPC88970
0.6892 Remote Similarity NPC186284
0.6892 Remote Similarity NPC22082
0.6892 Remote Similarity NPC88097
0.6879 Remote Similarity NPC92796
0.6879 Remote Similarity NPC135141
0.6875 Remote Similarity NPC256893
0.6867 Remote Similarity NPC190296
0.6863 Remote Similarity NPC124005
0.6855 Remote Similarity NPC476118
0.6846 Remote Similarity NPC238499
0.6846 Remote Similarity NPC59084
0.6842 Remote Similarity NPC314141
0.6839 Remote Similarity NPC281094
0.6824 Remote Similarity NPC243162
0.6815 Remote Similarity NPC299594
0.6815 Remote Similarity NPC313673
0.6806 Remote Similarity NPC22079
0.6803 Remote Similarity NPC122553
0.6803 Remote Similarity NPC218268
0.6797 Remote Similarity NPC21605
0.6795 Remote Similarity NPC471458
0.6788 Remote Similarity NPC326575
0.6783 Remote Similarity NPC472245
0.6783 Remote Similarity NPC280807
0.6781 Remote Similarity NPC300299
0.6776 Remote Similarity NPC314372
0.6768 Remote Similarity NPC189812
0.6768 Remote Similarity NPC329688
0.6765 Remote Similarity NPC148140
0.6763 Remote Similarity NPC182570
0.6763 Remote Similarity NPC48564
0.6763 Remote Similarity NPC265605
0.6757 Remote Similarity NPC150259
0.675 Remote Similarity NPC21174
0.675 Remote Similarity NPC271797
0.6733 Remote Similarity NPC115611
0.6733 Remote Similarity NPC2949
0.6732 Remote Similarity NPC129042
0.673 Remote Similarity NPC255229
0.673 Remote Similarity NPC81229
0.6715 Remote Similarity NPC81561
0.6714 Remote Similarity NPC41174
0.6709 Remote Similarity NPC129721
0.6709 Remote Similarity NPC104345
0.6691 Remote Similarity NPC257490
0.6688 Remote Similarity NPC470111
0.6688 Remote Similarity NPC237649
0.6688 Remote Similarity NPC300596
0.6688 Remote Similarity NPC476297
0.6687 Remote Similarity NPC133470
0.6687 Remote Similarity NPC191863
0.6687 Remote Similarity NPC194881
0.6687 Remote Similarity NPC289776
0.6686 Remote Similarity NPC470003
0.6667 Remote Similarity NPC473031
0.6667 Remote Similarity NPC469938
0.6667 Remote Similarity NPC110126
0.6667 Remote Similarity NPC162689
0.6667 Remote Similarity NPC54102
0.6647 Remote Similarity NPC176199
0.6647 Remote Similarity NPC215795
0.6646 Remote Similarity NPC271734
0.6646 Remote Similarity NPC184476
0.6646 Remote Similarity NPC6982
0.6646 Remote Similarity NPC141353
0.6646 Remote Similarity NPC355
0.6646 Remote Similarity NPC285469
0.6646 Remote Similarity NPC158129
0.6646 Remote Similarity NPC51054
0.6646 Remote Similarity NPC472587
0.6644 Remote Similarity NPC314102
0.6644 Remote Similarity NPC475450
0.6644 Remote Similarity NPC251722
0.6643 Remote Similarity NPC250361
0.6627 Remote Similarity NPC121903
0.6627 Remote Similarity NPC472122
0.6627 Remote Similarity NPC24594
0.6626 Remote Similarity NPC317430
0.6625 Remote Similarity NPC473320
0.6624 Remote Similarity NPC73952
0.6624 Remote Similarity NPC469765
0.6624 Remote Similarity NPC259644
0.6624 Remote Similarity NPC469760
0.6624 Remote Similarity NPC469786
0.6624 Remote Similarity NPC469763
0.6624 Remote Similarity NPC25008
0.6623 Remote Similarity NPC478186
0.6621 Remote Similarity NPC473587
0.662 Remote Similarity NPC122718
0.6606 Remote Similarity NPC34508
0.6606 Remote Similarity NPC472123
0.6603 Remote Similarity NPC33421
0.6601 Remote Similarity NPC470824
0.6599 Remote Similarity NPC316104
0.6599 Remote Similarity NPC162417
0.6594 Remote Similarity NPC220698
0.6589 Remote Similarity NPC178681
0.6585 Remote Similarity NPC194411
0.6585 Remote Similarity NPC65080
0.6583 Remote Similarity NPC203076
0.6582 Remote Similarity NPC212376
0.6582 Remote Similarity NPC476219
0.6582 Remote Similarity NPC70922
0.6582 Remote Similarity NPC75540
0.6582 Remote Similarity NPC80597
0.6582 Remote Similarity NPC211572
0.6581 Remote Similarity NPC471957
0.6579 Remote Similarity NPC277157
0.6575 Remote Similarity NPC475428
0.6571 Remote Similarity NPC215519
0.6564 Remote Similarity NPC49217
0.6562 Remote Similarity NPC475990
0.6562 Remote Similarity NPC221786
0.6562 Remote Similarity NPC6436
0.6562 Remote Similarity NPC474880
0.6561 Remote Similarity NPC117032
0.6558 Remote Similarity NPC469735
0.6558 Remote Similarity NPC285731
0.6558 Remote Similarity NPC204141
0.6556 Remote Similarity NPC73767
0.6552 Remote Similarity NPC473762
0.6549 Remote Similarity NPC46358
0.6548 Remote Similarity NPC133261
0.6547 Remote Similarity NPC226143
0.6547 Remote Similarity NPC291962
0.6547 Remote Similarity NPC177684
0.6545 Remote Similarity NPC470498
0.6543 Remote Similarity NPC478182
0.6538 Remote Similarity NPC288445
0.6533 Remote Similarity NPC105127
0.6533 Remote Similarity NPC125746
0.6533 Remote Similarity NPC84911
0.6531 Remote Similarity NPC179365
0.6528 Remote Similarity NPC145754
0.6527 Remote Similarity NPC288785
0.6522 Remote Similarity NPC131718
0.6522 Remote Similarity NPC68650
0.6522 Remote Similarity NPC229173
0.6516 Remote Similarity NPC469740
0.6515 Remote Similarity NPC37584
0.6513 Remote Similarity NPC469768
0.6513 Remote Similarity NPC469783
0.6513 Remote Similarity NPC469784
0.6513 Remote Similarity NPC469780
0.6513 Remote Similarity NPC469761
0.6513 Remote Similarity NPC469767
0.6513 Remote Similarity NPC469779
0.6513 Remote Similarity NPC284635
0.6509 Remote Similarity NPC472105
0.6509 Remote Similarity NPC15840
0.6509 Remote Similarity NPC187827
0.6506 Remote Similarity NPC471294

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476950 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
0.8145 Intermediate Similarity NPD5631 Phase 3
0.7752 Intermediate Similarity NPD5657 Phase 3
0.7744 Intermediate Similarity NPD1937 Approved
0.7571 Intermediate Similarity NPD1883 Approved
0.7538 Intermediate Similarity NPD7480 Approved
0.7538 Intermediate Similarity NPD7481 Approved
0.75 Intermediate Similarity NPD3546 Approved
0.75 Intermediate Similarity NPD3545 Approved
0.7463 Intermediate Similarity NPD3623 Clinical (unspecified phase)
0.7463 Intermediate Similarity NPD3622 Clinical (unspecified phase)
0.7462 Intermediate Similarity NPD6069 Approved
0.7462 Intermediate Similarity NPD6070 Approved
0.744 Intermediate Similarity NPD4114 Approved
0.744 Intermediate Similarity NPD6299 Approved
0.744 Intermediate Similarity NPD6300 Approved
0.744 Intermediate Similarity NPD4115 Approved
0.7426 Intermediate Similarity NPD2840 Approved
0.7413 Intermediate Similarity NPD1864 Clinical (unspecified phase)
0.7413 Intermediate Similarity NPD1870 Approved
0.7413 Intermediate Similarity NPD1866 Approved
0.7397 Intermediate Similarity NPD6017 Discontinued
0.7379 Intermediate Similarity NPD6301 Phase 2
0.7364 Intermediate Similarity NPD2913 Approved
0.7364 Intermediate Similarity NPD2914 Approved
0.7361 Intermediate Similarity NPD4450 Approved
0.7361 Intermediate Similarity NPD4451 Approved
0.7347 Intermediate Similarity NPD5839 Clinical (unspecified phase)
0.7343 Intermediate Similarity NPD2733 Approved
0.7324 Intermediate Similarity NPD1998 Approved
0.7323 Intermediate Similarity NPD1539 Approved
0.7302 Intermediate Similarity NPD5253 Approved
0.7297 Intermediate Similarity NPD1886 Approved
0.7292 Intermediate Similarity NPD2304 Approved
0.7292 Intermediate Similarity NPD3276 Approved
0.7273 Intermediate Similarity NPD4411 Phase 1
0.7273 Intermediate Similarity NPD3864 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD4410 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD4463 Approved
0.7267 Intermediate Similarity NPD4462 Approved
0.7266 Intermediate Similarity NPD4019 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD5020 Approved
0.7254 Intermediate Similarity NPD3385 Approved
0.7244 Intermediate Similarity NPD477 Phase 1
0.7244 Intermediate Similarity NPD2678 Approved
0.7244 Intermediate Similarity NPD2679 Approved
0.7239 Intermediate Similarity NPD1525 Approved
0.7231 Intermediate Similarity NPD5181 Approved
0.7231 Intermediate Similarity NPD5179 Approved
0.7231 Intermediate Similarity NPD5180 Approved
0.7219 Intermediate Similarity NPD2882 Phase 1
0.7214 Intermediate Similarity NPD3654 Approved
0.7211 Intermediate Similarity NPD4637 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD6506 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD2999 Approved
0.7209 Intermediate Similarity NPD3001 Approved
0.7206 Intermediate Similarity NPD478 Approved
0.719 Intermediate Similarity NPD7091 Discontinued
0.7188 Intermediate Similarity NPD1107 Approved
0.7188 Intermediate Similarity NPD4116 Approved
0.7188 Intermediate Similarity NPD1108 Approved
0.7181 Intermediate Similarity NPD7469 Discontinued
0.7152 Intermediate Similarity NPD1865 Approved
0.7121 Intermediate Similarity NPD2622 Approved
0.712 Intermediate Similarity NPD2244 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD5663 Discontinued
0.7105 Intermediate Similarity NPD6707 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD2659 Approved
0.7099 Intermediate Similarity NPD2658 Approved
0.7099 Intermediate Similarity NPD3147 Approved
0.7099 Intermediate Similarity NPD3150 Approved
0.7099 Intermediate Similarity NPD3148 Approved
0.7099 Intermediate Similarity NPD3149 Approved
0.7092 Intermediate Similarity NPD4300 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD2292 Approved
0.708 Intermediate Similarity NPD1498 Approved
0.7068 Intermediate Similarity NPD2467 Approved
0.7068 Intermediate Similarity NPD2464 Approved
0.7068 Intermediate Similarity NPD2463 Approved
0.7054 Intermediate Similarity NPD7633 Discontinued
0.705 Intermediate Similarity NPD1949 Approved
0.705 Intermediate Similarity NPD1950 Approved
0.704 Intermediate Similarity NPD1417 Approved
0.704 Intermediate Similarity NPD1419 Approved
0.7037 Intermediate Similarity NPD2212 Approved
0.7037 Intermediate Similarity NPD2210 Approved
0.7032 Intermediate Similarity NPD7735 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD2243 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD1762 Approved
0.7023 Intermediate Similarity NPD1764 Approved
0.7007 Intermediate Similarity NPD1904 Approved
0.7007 Intermediate Similarity NPD1902 Approved
0.6984 Remote Similarity NPD5103 Approved
0.698 Remote Similarity NPD4047 Discontinued
0.6978 Remote Similarity NPD4985 Clinical (unspecified phase)
0.6972 Remote Similarity NPD4857 Phase 1
0.6963 Remote Similarity NPD1903 Approved
0.6957 Remote Similarity NPD7461 Approved
0.6953 Remote Similarity NPD990 Approved
0.6953 Remote Similarity NPD993 Approved
0.695 Remote Similarity NPD995 Clinical (unspecified phase)
0.6948 Remote Similarity NPD2732 Approved
0.6939 Remote Similarity NPD2323 Clinical (unspecified phase)
0.6929 Remote Similarity NPD6900 Discontinued
0.6923 Remote Similarity NPD3548 Approved
0.6918 Remote Similarity NPD5744 Clinical (unspecified phase)
0.6917 Remote Similarity NPD5629 Discontinued
0.6913 Remote Similarity NPD5527 Clinical (unspecified phase)
0.6913 Remote Similarity NPD5526 Phase 2
0.6913 Remote Similarity NPD1592 Phase 3
0.6908 Remote Similarity NPD5881 Clinical (unspecified phase)
0.6903 Remote Similarity NPD6285 Phase 2
0.6897 Remote Similarity NPD2791 Discontinued
0.6892 Remote Similarity NPD2093 Discontinued
0.6892 Remote Similarity NPD1953 Discontinued
0.6887 Remote Similarity NPD5995 Clinical (unspecified phase)
0.6883 Remote Similarity NPD6158 Phase 2
0.6883 Remote Similarity NPD6476 Clinical (unspecified phase)
0.6883 Remote Similarity NPD3306 Approved
0.6879 Remote Similarity NPD1516 Approved
0.6875 Remote Similarity NPD3137 Clinical (unspecified phase)
0.6871 Remote Similarity NPD45 Approved
0.6871 Remote Similarity NPD6554 Approved
0.6863 Remote Similarity NPD5546 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6396 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6395 Phase 2
0.6857 Remote Similarity NPD6320 Approved
0.6855 Remote Similarity NPD5140 Approved
0.6855 Remote Similarity NPD5138 Approved
0.6853 Remote Similarity NPD1001 Discontinued
0.6846 Remote Similarity NPD1721 Clinical (unspecified phase)
0.6846 Remote Similarity NPD3943 Clinical (unspecified phase)
0.6842 Remote Similarity NPD1683 Approved
0.6831 Remote Similarity NPD4895 Clinical (unspecified phase)
0.6828 Remote Similarity NPD7200 Approved
0.6824 Remote Similarity NPD6606 Clinical (unspecified phase)
0.6822 Remote Similarity NPD1065 Approved
0.6822 Remote Similarity NPD1064 Approved
0.6821 Remote Similarity NPD5060 Phase 1
0.6821 Remote Similarity NPD5595 Clinical (unspecified phase)
0.6815 Remote Similarity NPD1344 Phase 2
0.6815 Remote Similarity NPD6660 Discontinued
0.6815 Remote Similarity NPD4326 Phase 2
0.6813 Remote Similarity NPD2915 Discontinued
0.6806 Remote Similarity NPD3475 Approved
0.6806 Remote Similarity NPD3476 Approved
0.68 Remote Similarity NPD4430 Phase 2
0.68 Remote Similarity NPD4464 Clinical (unspecified phase)
0.6797 Remote Similarity NPD4432 Discontinued
0.6791 Remote Similarity NPD1813 Discontinued
0.6788 Remote Similarity NPD3498 Approved
0.6788 Remote Similarity NPD3499 Approved
0.6781 Remote Similarity NPD1859 Approved
0.6772 Remote Similarity NPD4735 Approved
0.6772 Remote Similarity NPD4734 Approved
0.6768 Remote Similarity NPD5065 Approved
0.6765 Remote Similarity NPD6141 Clinical (unspecified phase)
0.6763 Remote Similarity NPD270 Clinical (unspecified phase)
0.6763 Remote Similarity NPD271 Approved
0.6763 Remote Similarity NPD7462 Clinical (unspecified phase)
0.6763 Remote Similarity NPD268 Approved
0.6763 Remote Similarity NPD2389 Approved
0.6755 Remote Similarity NPD2866 Approved
0.6752 Remote Similarity NPD2326 Approved
0.6744 Remote Similarity NPD563 Approved
0.6744 Remote Similarity NPD564 Approved
0.6739 Remote Similarity NPD2340 Discontinued
0.6738 Remote Similarity NPD2143 Discontinued
0.6736 Remote Similarity NPD1500 Approved
0.6736 Remote Similarity NPD5782 Phase 3
0.6728 Remote Similarity NPD5069 Clinical (unspecified phase)
0.6725 Remote Similarity NPD4334 Discontinued
0.6725 Remote Similarity NPD6965 Clinical (unspecified phase)
0.6716 Remote Similarity NPD23 Approved
0.6713 Remote Similarity NPD2036 Approved
0.6711 Remote Similarity NPD4711 Clinical (unspecified phase)
0.6711 Remote Similarity NPD5933 Phase 3
0.6711 Remote Similarity NPD5254 Discontinued
0.6711 Remote Similarity NPD7017 Clinical (unspecified phase)
0.6711 Remote Similarity NPD5932 Phase 3
0.6711 Remote Similarity NPD5931 Phase 3
0.671 Remote Similarity NPD6575 Clinical (unspecified phase)
0.6708 Remote Similarity NPD4550 Clinical (unspecified phase)
0.6708 Remote Similarity NPD3363 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4112 Clinical (unspecified phase)
0.6707 Remote Similarity NPD5078 Clinical (unspecified phase)
0.6707 Remote Similarity NPD6452 Discontinued
0.6707 Remote Similarity NPD5996 Clinical (unspecified phase)
0.6692 Remote Similarity NPD2039 Approved
0.6692 Remote Similarity NPD2038 Approved
0.669 Remote Similarity NPD1858 Approved
0.669 Remote Similarity NPD1502 Approved
0.6687 Remote Similarity NPD1325 Approved
0.6687 Remote Similarity NPD1326 Approved
0.6667 Remote Similarity NPD3434 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3424 Clinical (unspecified phase)
0.6646 Remote Similarity NPD6855 Clinical (unspecified phase)
0.6646 Remote Similarity NPD5934 Clinical (unspecified phase)
0.6646 Remote Similarity NPD2468 Approved
0.6646 Remote Similarity NPD2469 Approved
0.6645 Remote Similarity NPD1183 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL1172730
ZINC  

Physicochemical Properties

Molecular Weight:  262.11
ALogP:  -0.4225
MLogP:  3
XLogP:  3.918
# Rotatable Bonds:  2
Polar Surface Area:  35.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  20

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs