Natural Product: NPC475559

Natural Product ID:  NPC475559
Common Name:   n.a.
IUPAC Name:  
Synonyms:   14Alpha-Hydroxyelegansamine
Molecular Formula:   C29H36N2O7
Standard InCHIKey:  CGMCRGNWBLGDNB-MVMPACMCSA-N
Standard InCHI:  InChI=1S/C29H36N2O7/c1-13-9-21(32)22-15(27(34)38-11-16(13)22)8-14(2)24-23-17-12-37-26(25(23)33)29(10-19(17)30-24)18-6-4-5-7-20(18)31(36-3)28(29)35/h4-7,13-17,19,21-23,25-26,32-33H,8-12H2,1-3H3/t13-,14-,15+,16+,17+,19-,21-,22+,23+,25+,26+,29-/m0/s1
Canonical SMILES:  CON1c2ccccc2[C@@]2(C1=O)C[C@@H]1N=C([C@@H]3[C@H]([C@H]2OC[C@H]13)O)[C@H](C[C@H]1C(=O)OC[C@H]2[C@@H]1[C@@H](O)C[C@@H]2C)C
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
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota PMID[16989532]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT181 Cell Line Bel-7402 Homo sapiens IC50 > 10000 nM 18519714
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 18519722
NPT116 Cell Line HL-60 Homo sapiens IC50 > 10000 nM 18519722
NPT168 Cell Line P388 Mus musculus IC50 > 10000 nM 18443122

  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 NPC475559 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
0.9773 High Similarity NPC302548
0.9045 High Similarity NPC282092
0.8966 High Similarity NPC13367
0.8933 High Similarity NPC245741
0.8448 Intermediate Similarity NPC143457
0.8162 Intermediate Similarity NPC477159
0.8093 Intermediate Similarity NPC475489
0.802 Intermediate Similarity NPC14339
0.7966 Intermediate Similarity NPC29285
0.776 Intermediate Similarity NPC284706
0.7696 Intermediate Similarity NPC472209
0.7692 Intermediate Similarity NPC176983
0.7692 Intermediate Similarity NPC286871
0.7622 Intermediate Similarity NPC469462
0.7604 Intermediate Similarity NPC469460
0.7539 Intermediate Similarity NPC475962
0.75 Intermediate Similarity NPC181138
0.75 Intermediate Similarity NPC210415
0.75 Intermediate Similarity NPC298851
0.75 Intermediate Similarity NPC472120
0.75 Intermediate Similarity NPC293255
0.75 Intermediate Similarity NPC276993
0.75 Intermediate Similarity NPC472101
0.75 Intermediate Similarity NPC21752
0.7421 Intermediate Similarity NPC476441
0.7419 Intermediate Similarity NPC472106
0.7358 Intermediate Similarity NPC476428
0.7343 Intermediate Similarity NPC477160
0.733 Intermediate Similarity NPC129624
0.7318 Intermediate Similarity NPC472100
0.7316 Intermediate Similarity NPC476425
0.7243 Intermediate Similarity NPC153694
0.7243 Intermediate Similarity NPC211525
0.7234 Intermediate Similarity NPC470069
0.7234 Intermediate Similarity NPC52059
0.7219 Intermediate Similarity NPC472117
0.7204 Intermediate Similarity NPC97380
0.7204 Intermediate Similarity NPC243673
0.7204 Intermediate Similarity NPC310403
0.7204 Intermediate Similarity NPC263709
0.7204 Intermediate Similarity NPC63210
0.7204 Intermediate Similarity NPC148468
0.7202 Intermediate Similarity NPC476326
0.7166 Intermediate Similarity NPC472102
0.7166 Intermediate Similarity NPC309531
0.7112 Intermediate Similarity NPC469461
0.7105 Intermediate Similarity NPC278887
0.7059 Intermediate Similarity NPC113946
0.7059 Intermediate Similarity NPC90967
0.7043 Intermediate Similarity NPC161827
0.7037 Intermediate Similarity NPC472121
0.7035 Intermediate Similarity NPC291759
0.7017 Intermediate Similarity NPC472103
0.7015 Intermediate Similarity NPC105055
0.7015 Intermediate Similarity NPC22689
0.7005 Intermediate Similarity NPC471512
0.6996 Remote Similarity NPC475316
0.6996 Remote Similarity NPC473486
0.6985 Remote Similarity NPC133591
0.6984 Remote Similarity NPC474058
0.6961 Remote Similarity NPC230313
0.6951 Remote Similarity NPC470631
0.6951 Remote Similarity NPC35390
0.6951 Remote Similarity NPC473781
0.6946 Remote Similarity NPC473004
0.689 Remote Similarity NPC474077
0.6878 Remote Similarity NPC243626
0.6866 Remote Similarity NPC38823
0.6866 Remote Similarity NPC207033
0.6866 Remote Similarity NPC249428
0.6862 Remote Similarity NPC473297
0.6854 Remote Similarity NPC469743
0.6847 Remote Similarity NPC473298
0.6825 Remote Similarity NPC477157
0.6825 Remote Similarity NPC477156
0.6818 Remote Similarity NPC218594
0.6818 Remote Similarity NPC99043
0.6809 Remote Similarity NPC478076
0.6806 Remote Similarity NPC201424
0.6796 Remote Similarity NPC34717
0.6796 Remote Similarity NPC221687
0.6792 Remote Similarity NPC18661
0.6787 Remote Similarity NPC106593
0.6786 Remote Similarity NPC96901
0.6766 Remote Similarity NPC97584
0.6765 Remote Similarity NPC473008
0.6763 Remote Similarity NPC473375
0.6763 Remote Similarity NPC97100
0.6759 Remote Similarity NPC475778
0.6749 Remote Similarity NPC181928
0.6749 Remote Similarity NPC472323
0.6736 Remote Similarity NPC313757
0.6732 Remote Similarity NPC472097
0.6719 Remote Similarity NPC477158
0.6719 Remote Similarity NPC315368
0.6701 Remote Similarity NPC139085
0.6701 Remote Similarity NPC251212
0.6701 Remote Similarity NPC214626
0.67 Remote Similarity NPC11149
0.6697 Remote Similarity NPC140311
0.6683 Remote Similarity NPC476218
0.6683 Remote Similarity NPC472119
0.6683 Remote Similarity NPC260075
0.6683 Remote Similarity NPC186669
0.6683 Remote Similarity NPC108804
0.6682 Remote Similarity NPC473667
0.6667 Remote Similarity NPC279527
0.6667 Remote Similarity NPC214960
0.6667 Remote Similarity NPC234999
0.6651 Remote Similarity NPC229348
0.665 Remote Similarity NPC25401
0.665 Remote Similarity NPC321211
0.665 Remote Similarity NPC475094
0.665 Remote Similarity NPC52262
0.6636 Remote Similarity NPC277350
0.6636 Remote Similarity NPC477161
0.6635 Remote Similarity NPC476205
0.6635 Remote Similarity NPC476256
0.6635 Remote Similarity NPC259791
0.6635 Remote Similarity NPC476212
0.6635 Remote Similarity NPC476206
0.6635 Remote Similarity NPC476207
0.6635 Remote Similarity NPC476129
0.6635 Remote Similarity NPC476257
0.6633 Remote Similarity NPC264482
0.6633 Remote Similarity NPC203202
0.6632 Remote Similarity NPC225319
0.6631 Remote Similarity NPC212799
0.6622 Remote Similarity NPC476436
0.6619 Remote Similarity NPC102008
0.6612 Remote Similarity NPC243162
0.6606 Remote Similarity NPC82070
0.6606 Remote Similarity NPC292517
0.6598 Remote Similarity NPC476231
0.6591 Remote Similarity NPC476114
0.6591 Remote Similarity NPC234772
0.6589 Remote Similarity NPC475847
0.6589 Remote Similarity NPC185742
0.6587 Remote Similarity NPC203972
0.6585 Remote Similarity NPC14994
0.6582 Remote Similarity NPC472115
0.6582 Remote Similarity NPC472114
0.6578 Remote Similarity NPC233727
0.6577 Remote Similarity NPC52254
0.6575 Remote Similarity NPC473006
0.6573 Remote Similarity NPC162730
0.6573 Remote Similarity NPC474116
0.6569 Remote Similarity NPC322621
0.6569 Remote Similarity NPC473007
0.6567 Remote Similarity NPC6974
0.6557 Remote Similarity NPC214428
0.6552 Remote Similarity NPC473565
0.6552 Remote Similarity NPC159963
0.654 Remote Similarity NPC52557
0.654 Remote Similarity NPC149708
0.6535 Remote Similarity NPC15840
0.6535 Remote Similarity NPC39822
0.6533 Remote Similarity NPC475271
0.6532 Remote Similarity NPC174788
0.653 Remote Similarity NPC476467
0.6528 Remote Similarity NPC474905
0.6516 Remote Similarity NPC30570
0.6516 Remote Similarity NPC62844
0.6516 Remote Similarity NPC193361
0.6515 Remote Similarity NPC469915
0.6507 Remote Similarity NPC290529
0.6505 Remote Similarity NPC473815
0.6504 Remote Similarity NPC477394
0.6495 Remote Similarity NPC475223
0.6493 Remote Similarity NPC469736
0.6491 Remote Similarity NPC74216
0.6488 Remote Similarity NPC472107
0.6488 Remote Similarity NPC79062
0.6486 Remote Similarity NPC473837
0.6478 Remote Similarity NPC476429
0.6477 Remote Similarity NPC317758
0.6476 Remote Similarity NPC267926
0.6476 Remote Similarity NPC57994
0.6476 Remote Similarity NPC474121
0.6476 Remote Similarity NPC266994
0.6476 Remote Similarity NPC289299
0.6474 Remote Similarity NPC162104
0.6473 Remote Similarity NPC316405
0.6473 Remote Similarity NPC175474
0.6465 Remote Similarity NPC476115
0.6465 Remote Similarity NPC246983
0.6465 Remote Similarity NPC475448
0.646 Remote Similarity NPC266192
0.6459 Remote Similarity NPC204970
0.6459 Remote Similarity NPC55493
0.6455 Remote Similarity NPC323551
0.6455 Remote Similarity NPC151976
0.6455 Remote Similarity NPC280473
0.6453 Remote Similarity NPC475816
0.645 Remote Similarity NPC285622
0.645 Remote Similarity NPC238278
0.6449 Remote Similarity NPC136573
0.6449 Remote Similarity NPC176371
0.6447 Remote Similarity NPC57690
0.6447 Remote Similarity NPC473458

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475559 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
0.7258 Intermediate Similarity NPD7600 Phase 2
0.7204 Intermediate Similarity NPD7599 Phase 2
0.7043 Intermediate Similarity NPD5743 Approved
0.7043 Intermediate Similarity NPD5742 Approved
0.7043 Intermediate Similarity NPD5741 Approved
0.6989 Remote Similarity NPD4120 Approved
0.6989 Remote Similarity NPD4121 Phase 3
0.6878 Remote Similarity NPD5715 Clinical (unspecified phase)
0.6825 Remote Similarity NPD7105 Phase 1
0.6774 Remote Similarity NPD4682 Phase 2
0.6636 Remote Similarity NPD6732 Clinical (unspecified phase)
0.6636 Remote Similarity NPD8325 Phase 3
0.6636 Remote Similarity NPD8326 Phase 3
0.6636 Remote Similarity NPD8327 Clinical (unspecified phase)
0.6619 Remote Similarity NPD7778 Approved
0.6619 Remote Similarity NPD53 Approved
0.6619 Remote Similarity NPD7777 Approved
0.6573 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6562 Remote Similarity NPD1663 Discontinued
0.6536 Remote Similarity NPD4738 Phase 2
0.6507 Remote Similarity NPD8372 Clinical (unspecified phase)
0.6505 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6481 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6476 Remote Similarity NPD4602 Approved
0.6476 Remote Similarity NPD4427 Phase 2
0.6471 Remote Similarity NPD8658 Clinical (unspecified phase)
0.6442 Remote Similarity NPD4499 Approved
0.6402 Remote Similarity NPD4601 Approved
0.6402 Remote Similarity NPD4600 Approved
0.6389 Remote Similarity NPD2613 Approved
0.6386 Remote Similarity NPD8022 Clinical (unspecified phase)
0.6384 Remote Similarity NPD7878 Phase 2
0.6373 Remote Similarity NPD6878 Phase 2
0.6373 Remote Similarity NPD6879 Phase 2
0.6355 Remote Similarity NPD6642 Approved
0.6355 Remote Similarity NPD6641 Approved
0.635 Remote Similarity NPD7795 Phase 2
0.6349 Remote Similarity NPD7295 Approved
0.6347 Remote Similarity NPD8399 Phase 1
0.6347 Remote Similarity NPD8423 Phase 2
0.6338 Remote Similarity NPD5003 Discontinued
0.633 Remote Similarity NPD2820 Phase 3
0.633 Remote Similarity NPD7001 Phase 3
0.6311 Remote Similarity NPD7962 Phase 2
0.63 Remote Similarity NPD2844 Phase 3
0.6296 Remote Similarity NPD7487 Discontinued
0.6293 Remote Similarity NPD5898 Approved
0.6293 Remote Similarity NPD5897 Approved
0.6293 Remote Similarity NPD5899 Approved
0.629 Remote Similarity NPD4900 Clinical (unspecified phase)
0.6284 Remote Similarity NPD2570 Approved
0.6284 Remote Similarity NPD3090 Approved
0.6284 Remote Similarity NPD3616 Approved
0.6284 Remote Similarity NPD3088 Approved
0.6284 Remote Similarity NPD2571 Approved
0.6284 Remote Similarity NPD2574 Discontinued
0.6284 Remote Similarity NPD4746 Phase 3
0.6284 Remote Similarity NPD4745 Approved
0.6284 Remote Similarity NPD3615 Approved
0.6284 Remote Similarity NPD3087 Approved
0.6284 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6284 Remote Similarity NPD2566 Approved
0.6284 Remote Similarity NPD3089 Approved
0.6284 Remote Similarity NPD3614 Approved
0.6284 Remote Similarity NPD2573 Approved
0.6279 Remote Similarity NPD6874 Approved
0.6277 Remote Similarity NPD2365 Approved
0.6269 Remote Similarity NPD7606 Phase 3
0.6262 Remote Similarity NPD6206 Phase 1
0.6256 Remote Similarity NPD5077 Approved
0.6256 Remote Similarity NPD5076 Approved
0.6256 Remote Similarity NPD7174 Clinical (unspecified phase)
0.625 Remote Similarity NPD4500 Approved
0.625 Remote Similarity NPD8416 Discontinued
0.625 Remote Similarity NPD7707 Approved
0.625 Remote Similarity NPD5185 Approved
0.625 Remote Similarity NPD4501 Approved
0.625 Remote Similarity NPD6805 Discontinued
0.625 Remote Similarity NPD5942 Approved
0.625 Remote Similarity NPD8374 Phase 3
0.625 Remote Similarity NPD5941 Approved
0.625 Remote Similarity NPD4432 Discontinued
0.625 Remote Similarity NPD5182 Approved
0.625 Remote Similarity NPD5184 Approved
0.6244 Remote Similarity NPD4506 Discontinued
0.6238 Remote Similarity NPD3824 Phase 1
0.6238 Remote Similarity NPD4334 Discontinued
0.6233 Remote Similarity NPD6657 Clinical (unspecified phase)
0.6226 Remote Similarity NPD7570 Approved
0.6226 Remote Similarity NPD7569 Approved
0.6216 Remote Similarity NPD4684 Phase 3
0.6216 Remote Similarity NPD4685 Phase 3
0.6216 Remote Similarity NPD4686 Approved
0.6204 Remote Similarity NPD6999 Discontinued
0.6204 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6204 Remote Similarity NPD7000 Clinical (unspecified phase)
0.6202 Remote Similarity NPD7482 Phase 2
0.6202 Remote Similarity NPD7483 Phase 2
0.6201 Remote Similarity NPD6995 Phase 1
0.6198 Remote Similarity NPD7478 Approved
0.619 Remote Similarity NPD6891 Phase 2
0.6188 Remote Similarity NPD7070 Clinical (unspecified phase)
0.6183 Remote Similarity NPD8173 Phase 2
0.6183 Remote Similarity NPD8172 Phase 2
0.618 Remote Similarity NPD3131 Approved
0.618 Remote Similarity NPD3132 Approved
0.618 Remote Similarity NPD4218 Approved
0.618 Remote Similarity NPD4217 Approved
0.618 Remote Similarity NPD2610 Approved
0.618 Remote Similarity NPD4216 Approved
0.618 Remote Similarity NPD4215 Approved
0.618 Remote Similarity NPD2612 Approved
0.618 Remote Similarity NPD2609 Approved
0.618 Remote Similarity NPD2611 Approved
0.618 Remote Similarity NPD2608 Approved
0.6179 Remote Similarity NPD3785 Clinical (unspecified phase)
0.6178 Remote Similarity NPD5595 Clinical (unspecified phase)
0.6173 Remote Similarity NPD5257 Clinical (unspecified phase)
0.6173 Remote Similarity NPD8417 Discontinued
0.6168 Remote Similarity NPD5947 Clinical (unspecified phase)
0.6168 Remote Similarity NPD7944 Discontinued
0.6166 Remote Similarity NPD5881 Clinical (unspecified phase)
0.6161 Remote Similarity NPD7605 Discovery
0.6151 Remote Similarity NPD7576 Discontinued
0.6144 Remote Similarity NPD8329 Phase 3
0.6142 Remote Similarity NPD6913 Approved
0.6141 Remote Similarity NPD7921 Approved
0.614 Remote Similarity NPD7818 Clinical (unspecified phase)
0.614 Remote Similarity NPD7880 Clinical (unspecified phase)
0.6136 Remote Similarity NPD5426 Phase 3
0.6135 Remote Similarity NPD3227 Phase 2
0.6132 Remote Similarity NPD2565 Phase 2
0.6132 Remote Similarity NPD2564 Approved
0.6131 Remote Similarity NPD2511 Approved
0.613 Remote Similarity NPD6824 Clinical (unspecified phase)
0.6129 Remote Similarity NPD6248 Phase 2
0.6129 Remote Similarity NPD8643 Discontinued
0.6129 Remote Similarity NPD6249 Phase 2
0.6127 Remote Similarity NPD6183 Clinical (unspecified phase)
0.6127 Remote Similarity NPD6182 Approved
0.6127 Remote Similarity NPD43 Approved
0.6126 Remote Similarity NPD2575 Approved
0.6119 Remote Similarity NPD5430 Discontinued
0.6111 Remote Similarity NPD7011 Discontinued
0.6106 Remote Similarity NPD4897 Phase 2
0.6103 Remote Similarity NPD6659 Phase 2
0.6099 Remote Similarity NPD4520 Approved
0.6091 Remote Similarity NPD5487 Phase 1
0.6091 Remote Similarity NPD6176 Phase 1
0.6085 Remote Similarity NPD7234 Approved
0.6085 Remote Similarity NPD7233 Approved
0.6085 Remote Similarity NPD7688 Phase 1
0.6083 Remote Similarity NPD6261 Phase 3
0.6083 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6083 Remote Similarity NPD4397 Phase 1
0.6078 Remote Similarity NPD6739 Clinical (unspecified phase)
0.6078 Remote Similarity NPD5727 Clinical (unspecified phase)
0.6077 Remote Similarity NPD1036 Approved
0.6077 Remote Similarity NPD7252 Clinical (unspecified phase)
0.6075 Remote Similarity NPD4315 Phase 2
0.6073 Remote Similarity NPD7082 Approved
0.6073 Remote Similarity NPD5024 Approved
0.6065 Remote Similarity NPD5411 Discontinued
0.6063 Remote Similarity NPD8283 Approved
0.6063 Remote Similarity NPD56 Approved
0.6063 Remote Similarity NPD8098 Approved
0.6063 Remote Similarity NPD8282 Approved
0.6062 Remote Similarity NPD6416 Phase 2
0.6061 Remote Similarity NPD6396 Clinical (unspecified phase)
0.6061 Remote Similarity NPD6395 Phase 2
0.6059 Remote Similarity NPD6457 Approved
0.6054 Remote Similarity NPD7666 Phase 3
0.6054 Remote Similarity NPD7665 Phase 2
0.6053 Remote Similarity NPD2093 Discontinued
0.605 Remote Similarity NPD2996 Approved
0.6048 Remote Similarity NPD2091 Phase 2
0.6048 Remote Similarity NPD2096 Phase 2
0.6044 Remote Similarity NPD7595 Discontinued
0.6043 Remote Similarity NPD3437 Discontinued
0.6042 Remote Similarity NPD7259 Approved
0.6042 Remote Similarity NPD3016 Clinical (unspecified phase)
0.6038 Remote Similarity NPD7683 Discontinued
0.6037 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6034 Remote Similarity NPD7820 Phase 3
0.603 Remote Similarity NPD7735 Clinical (unspecified phase)
0.6028 Remote Similarity NPD8240 Discontinued
0.6027 Remote Similarity NPD6519 Phase 2
0.6026 Remote Similarity NPD4086 Phase 1
0.602 Remote Similarity NPD2995 Approved
0.6018 Remote Similarity NPD3777 Phase 3
0.6018 Remote Similarity NPD7205 Discontinued
0.601 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6009 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6009 Remote Similarity NPD7946 Pre-registration
0.6009 Remote Similarity NPD7821 Clinical (unspecified phase)
0.6009 Remote Similarity NPD8160 Phase 2
0.6 Remote Similarity NPD2094 Phase 2
0.6 Remote Similarity NPD2092 Phase 2
0.6 Remote Similarity NPD6770 Approved
0.6 Remote Similarity NPD8389 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44559137
ChEMBL   CHEMBL508172
ZINC  

Physicochemical Properties

Molecular Weight:  524.25
ALogP:  -3.0174
MLogP:  3.66
XLogP:  1.19
# Rotatable Bonds:  9
Polar Surface Area:  117.89
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  38

Download Data

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