Natural Product: NPC225597

Natural Product ID:  NPC225597
Common Name:   n.a.
IUPAC Name:  
Synonyms:   (+)-6-Hydroxycrinamine
Molecular Formula:   C17H19NO5
Standard InCHIKey:  ZSTPNQLNQBRLQF-KTZSIVBYSA-N
Standard InCHI:  InChI=1S/C17H19NO5/c1-21-9-2-3-17-11-6-13-12(22-8-23-13)5-10(11)16(20)18(7-15(17)19)14(17)4-9/h2-3,5-6,9,14-16,19-20H,4,7-8H2,1H3/t9-,14-,15+,16?,17+/m0/s1
Canonical SMILES:  CO[C@H]1C=C[C@@]23[C@H](C1)N(C[C@H]2O)C(c1c3cc2OCOc2c1)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
NPO23263 Crinum yemense Species Amaryllidaceae Eukaryota PMID[15270564]
NPO18113 Crinum bulbispermum Species Amaryllidaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = -11.2 % 15270564
NPT2 Others Unspecified Inhibition = -23.1 % 15270564
NPT2 Others Unspecified Inhibition = 6.3 % 15270564
NPT2 Others Unspecified Inhibition = 30.3 % 15270564
NPT2 Others Unspecified Inhibition = 69.5 % 15270564
NPT2 Others Unspecified IC50 = 5400 nM 15270564

  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 NPC225597 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 NPC470739
1.0 High Similarity NPC477640
0.9936 High Similarity NPC474475
0.9873 High Similarity NPC82533
0.9873 High Similarity NPC158148
0.9873 High Similarity NPC58766
0.9873 High Similarity NPC266176
0.9873 High Similarity NPC290759
0.9873 High Similarity NPC475686
0.9568 High Similarity NPC474470
0.949 High Similarity NPC97072
0.949 High Similarity NPC215829
0.9451 High Similarity NPC244554
0.9437 High Similarity NPC100566
0.9437 High Similarity NPC252960
0.9371 High Similarity NPC218614
0.9317 High Similarity NPC181653
0.9317 High Similarity NPC190332
0.925 High Similarity NPC320104
0.9236 High Similarity NPC78733
0.9207 High Similarity NPC2314
0.9202 High Similarity NPC311991
0.9193 High Similarity NPC247972
0.9136 High Similarity NPC476002
0.9096 High Similarity NPC237044
0.9085 High Similarity NPC75958
0.9062 High Similarity NPC92191
0.9062 High Similarity NPC59028
0.9042 High Similarity NPC474325
0.9036 High Similarity NPC304675
0.8988 High Similarity NPC474745
0.8938 High Similarity NPC147091
0.8929 High Similarity NPC15919
0.8889 High Similarity NPC4304
0.8889 High Similarity NPC9867
0.8848 High Similarity NPC57812
0.8848 High Similarity NPC474324
0.883 High Similarity NPC474746
0.883 High Similarity NPC475981
0.8817 High Similarity NPC148693
0.8817 High Similarity NPC118633
0.8817 High Similarity NPC294790
0.881 High Similarity NPC187678
0.8802 High Similarity NPC65403
0.8795 High Similarity NPC475845
0.8773 High Similarity NPC205167
0.8773 High Similarity NPC249274
0.8772 High Similarity NPC248642
0.875 High Similarity NPC148898
0.8743 High Similarity NPC474708
0.8728 High Similarity NPC230098
0.8721 High Similarity NPC156576
0.8698 High Similarity NPC49353
0.8655 High Similarity NPC126284
0.8625 High Similarity NPC274026
0.8623 High Similarity NPC150879
0.8616 High Similarity NPC475959
0.8547 High Similarity NPC99179
0.8519 High Similarity NPC223124
0.8519 High Similarity NPC210148
0.8519 High Similarity NPC233029
0.8503 High Similarity NPC238530
0.8503 High Similarity NPC232514
0.8503 High Similarity NPC276944
0.8485 Intermediate Similarity NPC111485
0.8476 Intermediate Similarity NPC234392
0.8476 Intermediate Similarity NPC31311
0.8448 Intermediate Similarity NPC275132
0.8448 Intermediate Similarity NPC233718
0.8443 Intermediate Similarity NPC233650
0.8415 Intermediate Similarity NPC138487
0.8415 Intermediate Similarity NPC41178
0.8415 Intermediate Similarity NPC216459
0.8409 Intermediate Similarity NPC214116
0.8405 Intermediate Similarity NPC82285
0.8405 Intermediate Similarity NPC133011
0.8395 Intermediate Similarity NPC223125
0.8393 Intermediate Similarity NPC134858
0.8393 Intermediate Similarity NPC231198
0.8382 Intermediate Similarity NPC320223
0.8382 Intermediate Similarity NPC114364
0.8364 Intermediate Similarity NPC146288
0.8363 Intermediate Similarity NPC57272
0.8343 Intermediate Similarity NPC102760
0.8323 Intermediate Similarity NPC165797
0.8313 Intermediate Similarity NPC78359
0.8313 Intermediate Similarity NPC65490
0.8313 Intermediate Similarity NPC148014
0.8313 Intermediate Similarity NPC40389
0.8313 Intermediate Similarity NPC130926
0.8313 Intermediate Similarity NPC315707
0.8313 Intermediate Similarity NPC185838
0.8294 Intermediate Similarity NPC247389
0.8294 Intermediate Similarity NPC210918
0.8294 Intermediate Similarity NPC210140
0.8284 Intermediate Similarity NPC180306
0.8272 Intermediate Similarity NPC476571
0.8272 Intermediate Similarity NPC246587
0.8272 Intermediate Similarity NPC428
0.8272 Intermediate Similarity NPC135538
0.8272 Intermediate Similarity NPC24233
0.8272 Intermediate Similarity NPC147390
0.8266 Intermediate Similarity NPC128560
0.8266 Intermediate Similarity NPC199465
0.8266 Intermediate Similarity NPC229166
0.8263 Intermediate Similarity NPC477080
0.8253 Intermediate Similarity NPC160931
0.8253 Intermediate Similarity NPC37205
0.8246 Intermediate Similarity NPC160570
0.8239 Intermediate Similarity NPC476575
0.8235 Intermediate Similarity NPC24264
0.8235 Intermediate Similarity NPC219341
0.8235 Intermediate Similarity NPC476432
0.8235 Intermediate Similarity NPC124657
0.8225 Intermediate Similarity NPC59567
0.821 Intermediate Similarity NPC179825
0.821 Intermediate Similarity NPC476151
0.821 Intermediate Similarity NPC191376
0.821 Intermediate Similarity NPC321505
0.8187 Intermediate Similarity NPC298979
0.8187 Intermediate Similarity NPC298186
0.8187 Intermediate Similarity NPC301189
0.8176 Intermediate Similarity NPC302527
0.8176 Intermediate Similarity NPC169743
0.8176 Intermediate Similarity NPC328750
0.8176 Intermediate Similarity NPC225774
0.8176 Intermediate Similarity NPC16805
0.8176 Intermediate Similarity NPC474915
0.8176 Intermediate Similarity NPC167546
0.8176 Intermediate Similarity NPC188163
0.8176 Intermediate Similarity NPC213206
0.8156 Intermediate Similarity NPC141440
0.8155 Intermediate Similarity NPC69360
0.8153 Intermediate Similarity NPC7018
0.8144 Intermediate Similarity NPC180756
0.8144 Intermediate Similarity NPC323443
0.8132 Intermediate Similarity NPC33256
0.8122 Intermediate Similarity NPC117717
0.8114 Intermediate Similarity NPC283999
0.8113 Intermediate Similarity NPC314682
0.811 Intermediate Similarity NPC103379
0.811 Intermediate Similarity NPC477565
0.8107 Intermediate Similarity NPC18402
0.8095 Intermediate Similarity NPC129603
0.8095 Intermediate Similarity NPC475326
0.8092 Intermediate Similarity NPC329911
0.809 Intermediate Similarity NPC135772
0.8084 Intermediate Similarity NPC2413
0.8084 Intermediate Similarity NPC278799
0.8084 Intermediate Similarity NPC110416
0.8084 Intermediate Similarity NPC5238
0.8084 Intermediate Similarity NPC249797
0.8084 Intermediate Similarity NPC469817
0.8084 Intermediate Similarity NPC127674
0.8084 Intermediate Similarity NPC184026
0.8084 Intermediate Similarity NPC193949
0.8084 Intermediate Similarity NPC172765
0.8084 Intermediate Similarity NPC276588
0.8084 Intermediate Similarity NPC207757
0.8084 Intermediate Similarity NPC76079
0.8084 Intermediate Similarity NPC295691
0.8084 Intermediate Similarity NPC39701
0.8084 Intermediate Similarity NPC93593
0.8084 Intermediate Similarity NPC204828
0.8084 Intermediate Similarity NPC189266
0.8084 Intermediate Similarity NPC54379
0.807 Intermediate Similarity NPC76116
0.8066 Intermediate Similarity NPC63152
0.8061 Intermediate Similarity NPC97221
0.8061 Intermediate Similarity NPC220858
0.8061 Intermediate Similarity NPC88249
0.8061 Intermediate Similarity NPC151895
0.8061 Intermediate Similarity NPC192768
0.8049 Intermediate Similarity NPC59907
0.8049 Intermediate Similarity NPC37144
0.8047 Intermediate Similarity NPC106786
0.8034 Intermediate Similarity NPC116284
0.8023 Intermediate Similarity NPC13916
0.8023 Intermediate Similarity NPC264850
0.8023 Intermediate Similarity NPC267408
0.8012 Intermediate Similarity NPC293871
0.8012 Intermediate Similarity NPC124433
0.8011 Intermediate Similarity NPC241704
0.8 Intermediate Similarity NPC306902
0.8 Intermediate Similarity NPC477559
0.8 Intermediate Similarity NPC207824
0.8 Intermediate Similarity NPC60538
0.8 Intermediate Similarity NPC266753
0.8 Intermediate Similarity NPC232924
0.8 Intermediate Similarity NPC160298
0.7989 Intermediate Similarity NPC474953
0.7988 Intermediate Similarity NPC51957
0.7988 Intermediate Similarity NPC106295
0.7988 Intermediate Similarity NPC16107
0.7988 Intermediate Similarity NPC210437
0.7988 Intermediate Similarity NPC476144
0.7978 Intermediate Similarity NPC477561
0.7978 Intermediate Similarity NPC312918
0.7978 Intermediate Similarity NPC476574
0.7978 Intermediate Similarity NPC155442

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC225597 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
0.8343 Intermediate Similarity NPD6071 Discontinued
0.8313 Intermediate Similarity NPD2560 Approved
0.8313 Intermediate Similarity NPD2563 Approved
0.8253 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.8187 Intermediate Similarity NPD2970 Approved
0.8187 Intermediate Similarity NPD2969 Approved
0.8176 Intermediate Similarity NPD4664 Clinical (unspecified phase)
0.8144 Intermediate Similarity NPD2978 Approved
0.8144 Intermediate Similarity NPD2977 Approved
0.8133 Intermediate Similarity NPD4773 Phase 2
0.8133 Intermediate Similarity NPD4772 Phase 2
0.8035 Intermediate Similarity NPD2489 Approved
0.8035 Intermediate Similarity NPD27 Approved
0.8033 Intermediate Similarity NPD5582 Discontinued
0.8025 Intermediate Similarity NPD5241 Discontinued
0.8023 Intermediate Similarity NPD3051 Approved
0.8012 Intermediate Similarity NPD4236 Phase 3
0.8012 Intermediate Similarity NPD4237 Approved
0.7988 Intermediate Similarity NPD4584 Approved
0.7946 Intermediate Similarity NPD4420 Approved
0.7929 Intermediate Similarity NPD5772 Approved
0.7929 Intermediate Similarity NPD5773 Approved
0.7901 Intermediate Similarity NPD7906 Approved
0.7872 Intermediate Similarity NPD5006 Approved
0.7872 Intermediate Similarity NPD5005 Approved
0.7866 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7845 Intermediate Similarity NPD4663 Approved
0.7829 Intermediate Similarity NPD4481 Phase 3
0.7829 Intermediate Similarity NPD2898 Approved
0.7805 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7313 Approved
0.7778 Intermediate Similarity NPD7311 Approved
0.7778 Intermediate Similarity NPD7310 Approved
0.7778 Intermediate Similarity NPD4577 Approved
0.7778 Intermediate Similarity NPD4578 Approved
0.7778 Intermediate Similarity NPD7312 Approved
0.7735 Intermediate Similarity NPD7309 Approved
0.7705 Intermediate Similarity NPD7243 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.768 Intermediate Similarity NPD7280 Phase 3
0.768 Intermediate Similarity NPD7281 Phase 3
0.7657 Intermediate Similarity NPD6107 Approved
0.7633 Intermediate Similarity NPD4210 Discontinued
0.7588 Intermediate Similarity NPD4017 Approved
0.7586 Intermediate Similarity NPD7833 Phase 2
0.7586 Intermediate Similarity NPD5604 Discontinued
0.7586 Intermediate Similarity NPD7831 Phase 2
0.7586 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.7581 Intermediate Similarity NPD7296 Approved
0.7576 Intermediate Similarity NPD3060 Approved
0.7574 Intermediate Similarity NPD3640 Phase 3
0.7574 Intermediate Similarity NPD3639 Approved
0.7574 Intermediate Similarity NPD3641 Approved
0.756 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD8053 Approved
0.7541 Intermediate Similarity NPD8054 Approved
0.7514 Intermediate Similarity NPD4010 Discontinued
0.75 Intermediate Similarity NPD8156 Discontinued
0.7485 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7471 Intermediate Similarity NPD6030 Approved
0.7471 Intermediate Similarity NPD6031 Approved
0.7457 Intermediate Similarity NPD7298 Approved
0.7444 Intermediate Similarity NPD8252 Approved
0.7444 Intermediate Similarity NPD8099 Discontinued
0.7444 Intermediate Similarity NPD8251 Approved
0.7438 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD3687 Approved
0.7427 Intermediate Similarity NPD3686 Approved
0.7421 Intermediate Similarity NPD2974 Approved
0.7421 Intermediate Similarity NPD2975 Approved
0.7421 Intermediate Similarity NPD2973 Approved
0.7418 Intermediate Similarity NPD6297 Approved
0.7368 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD5177 Phase 3
0.7358 Intermediate Similarity NPD3450 Approved
0.7358 Intermediate Similarity NPD2494 Approved
0.7358 Intermediate Similarity NPD2493 Approved
0.7358 Intermediate Similarity NPD3452 Approved
0.7353 Intermediate Similarity NPD4123 Phase 3
0.7351 Intermediate Similarity NPD6851 Approved
0.7351 Intermediate Similarity NPD6853 Approved
0.7349 Intermediate Similarity NPD1375 Discontinued
0.7346 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD1753 Discontinued
0.733 Intermediate Similarity NPD6788 Approved
0.7318 Intermediate Similarity NPD4166 Phase 2
0.7308 Intermediate Similarity NPD5313 Approved
0.7308 Intermediate Similarity NPD5312 Approved
0.7306 Intermediate Similarity NPD4580 Approved
0.7301 Intermediate Similarity NPD2238 Phase 2
0.7283 Intermediate Similarity NPD4005 Discontinued
0.7262 Intermediate Similarity NPD4162 Approved
0.7258 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7249 Intermediate Similarity NPD2488 Approved
0.7249 Intermediate Similarity NPD2490 Approved
0.7245 Intermediate Similarity NPD4582 Approved
0.7245 Intermediate Similarity NPD4583 Approved
0.7212 Intermediate Similarity NPD823 Approved
0.7212 Intermediate Similarity NPD817 Approved
0.7204 Intermediate Similarity NPD2971 Approved
0.7204 Intermediate Similarity NPD2968 Approved
0.7194 Intermediate Similarity NPD4002 Approved
0.7194 Intermediate Similarity NPD4004 Approved
0.7191 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD6997 Phase 2
0.7182 Intermediate Similarity NPD6688 Approved
0.7182 Intermediate Similarity NPD6687 Approved
0.7178 Intermediate Similarity NPD5718 Phase 2
0.7176 Intermediate Similarity NPD2677 Approved
0.7176 Intermediate Similarity NPD3692 Discontinued
0.7169 Intermediate Similarity NPD6895 Approved
0.7169 Intermediate Similarity NPD6896 Approved
0.7168 Intermediate Similarity NPD4727 Phase 1
0.7165 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7164 Intermediate Similarity NPD7827 Phase 1
0.7159 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD3808 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD3705 Approved
0.7151 Intermediate Similarity NPD1424 Approved
0.7143 Intermediate Similarity NPD4675 Approved
0.7143 Intermediate Similarity NPD6365 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7047 Phase 3
0.7143 Intermediate Similarity NPD4678 Approved
0.7135 Intermediate Similarity NPD7124 Phase 2
0.7126 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD5677 Discontinued
0.711 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.711 Intermediate Similarity NPD7526 Approved
0.711 Intermediate Similarity NPD52 Approved
0.7108 Intermediate Similarity NPD2492 Phase 1
0.7097 Intermediate Similarity NPD7149 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD3124 Discontinued
0.7086 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD4103 Phase 2
0.707 Intermediate Similarity NPD1357 Approved
0.7069 Intermediate Similarity NPD5976 Discontinued
0.7069 Intermediate Similarity NPD2122 Discontinued
0.7056 Intermediate Similarity NPD3057 Approved
0.7055 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD7007 Discovery
0.7039 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD1132 Approved
0.703 Intermediate Similarity NPD1136 Approved
0.703 Intermediate Similarity NPD2674 Phase 3
0.703 Intermediate Similarity NPD1130 Approved
0.7021 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7017 Intermediate Similarity NPD2042 Clinical (unspecified phase)
0.7017 Intermediate Similarity NPD2041 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD5602 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD6090 Discontinued
0.7 Intermediate Similarity NPD1372 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD4055 Discovery
0.6994 Remote Similarity NPD2421 Approved
0.6994 Remote Similarity NPD2420 Approved
0.6994 Remote Similarity NPD1774 Approved
0.6989 Remote Similarity NPD3885 Approved
0.6988 Remote Similarity NPD3109 Approved
0.6988 Remote Similarity NPD3110 Approved
0.6982 Remote Similarity NPD2161 Phase 2
0.6978 Remote Similarity NPD7802 Discontinued
0.697 Remote Similarity NPD601 Approved
0.697 Remote Similarity NPD598 Approved
0.697 Remote Similarity NPD3533 Approved
0.697 Remote Similarity NPD597 Approved
0.697 Remote Similarity NPD2972 Approved
0.6966 Remote Similarity NPD3383 Approved
0.6966 Remote Similarity NPD3382 Approved
0.6966 Remote Similarity NPD3384 Approved
0.6961 Remote Similarity NPD5709 Phase 3
0.6957 Remote Similarity NPD4659 Approved
0.695 Remote Similarity NPD7607 Clinical (unspecified phase)
0.6946 Remote Similarity NPD5676 Approved
0.6941 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6936 Remote Similarity NPD3122 Phase 3
0.6936 Remote Similarity NPD3845 Phase 1
0.6935 Remote Similarity NPD42 Phase 2
0.6935 Remote Similarity NPD6042 Phase 2
0.6927 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6923 Remote Similarity NPD4666 Phase 3
0.6923 Remote Similarity NPD2904 Discontinued
0.6915 Remote Similarity NPD7039 Approved
0.6915 Remote Similarity NPD7038 Approved
0.6911 Remote Similarity NPD3857 Clinical (unspecified phase)
0.691 Remote Similarity NPD6072 Discontinued
0.6905 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6901 Remote Similarity NPD7037 Approved
0.6894 Remote Similarity NPD2232 Approved
0.6894 Remote Similarity NPD2233 Approved
0.6894 Remote Similarity NPD2230 Approved
0.6893 Remote Similarity NPD6523 Clinical (unspecified phase)
0.6889 Remote Similarity NPD5978 Approved
0.6889 Remote Similarity NPD5977 Approved
0.6886 Remote Similarity NPD3062 Approved
0.6886 Remote Similarity NPD3059 Approved
0.6886 Remote Similarity NPD3061 Approved
0.6884 Remote Similarity NPD2491 Approved
0.6884 Remote Similarity NPD3448 Approved

Structure

External Identifiers

PubChem CID   44559503
ChEMBL   CHEMBL512669
ZINC  

Physicochemical Properties

Molecular Weight:  317.13
ALogP:  -1.4593
MLogP:  2.67
XLogP:  -0.057
# Rotatable Bonds:  4
Polar Surface Area:  71.39
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  23

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Biological Activities  
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