Natural Product: NPC291173

Natural Product ID:  NPC291173
Common Name:   Jerantinine D
IUPAC Name:  
Synonyms:   Jerantinine D
Molecular Formula:   C22H24N2O6
Standard InCHIKey:  NCDJGOXCXAXUIG-PVUPTQESSA-N
Standard InCHI:  InChI=1S/C22H24N2O6/c1-4-21-9-10(19(27)29-3)16-22(11-7-13(25)14(28-2)8-12(11)23-16)5-6-24(20(21)22)18(26)15-17(21)30-15/h7-8,15,17,20,23,25H,4-6,9H2,1-3H3/t15-,17+,20+,21-,22+/m1/s1
Canonical SMILES:  COC(=O)C1=C2Nc3c([C@@]42[C@@H]2[C@@](C1)(CC)[C@H]1O[C@H]1C(=O)N2CC4)cc(c(c3)OC)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
NPO9376 Tabernaemontana corymbosa Species Apocynaceae Eukaryota PMID[18778099]
NPO9376 Tabernaemontana corymbosa Species Apocynaceae Eukaryota Leaves PMID[18778099]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 680 nM 18778099
NPT2 Others Unspecified IC50 = 950 nM 18778099

  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 NPC291173 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
0.9567 High Similarity NPC19175
0.9238 High Similarity NPC128476
0.9231 High Similarity NPC195636
0.91 High Similarity NPC476069
0.9095 High Similarity NPC77777
0.8942 High Similarity NPC269449
0.8868 High Similarity NPC126556
0.8679 High Similarity NPC119722
0.8546 High Similarity NPC477395
0.8349 Intermediate Similarity NPC475147
0.8318 Intermediate Similarity NPC318525
0.8318 Intermediate Similarity NPC10653
0.8279 Intermediate Similarity NPC475133
0.8263 Intermediate Similarity NPC87714
0.8233 Intermediate Similarity NPC477393
0.8178 Intermediate Similarity NPC473458
0.8162 Intermediate Similarity NPC477396
0.8091 Intermediate Similarity NPC189661
0.8089 Intermediate Similarity NPC231924
0.8082 Intermediate Similarity NPC127996
0.8082 Intermediate Similarity NPC159815
0.8056 Intermediate Similarity NPC246140
0.8056 Intermediate Similarity NPC195787
0.8027 Intermediate Similarity NPC288110
0.8026 Intermediate Similarity NPC477397
0.8018 Intermediate Similarity NPC470480
0.8018 Intermediate Similarity NPC471513
0.792 Intermediate Similarity NPC148124
0.7915 Intermediate Similarity NPC469722
0.7876 Intermediate Similarity NPC99724
0.785 Intermediate Similarity NPC161804
0.7834 Intermediate Similarity NPC1464
0.7783 Intermediate Similarity NPC203628
0.7783 Intermediate Similarity NPC248903
0.7783 Intermediate Similarity NPC22476
0.7773 Intermediate Similarity NPC477394
0.7758 Intermediate Similarity NPC10732
0.7742 Intermediate Similarity NPC127178
0.7739 Intermediate Similarity NPC26928
0.7736 Intermediate Similarity NPC5630
0.7709 Intermediate Similarity NPC222046
0.7706 Intermediate Similarity NPC232600
0.7702 Intermediate Similarity NPC154922
0.7696 Intermediate Similarity NPC122886
0.7679 Intermediate Similarity NPC469450
0.7639 Intermediate Similarity NPC303214
0.7623 Intermediate Similarity NPC477160
0.7619 Intermediate Similarity NPC159963
0.7615 Intermediate Similarity NPC469452
0.7615 Intermediate Similarity NPC469451
0.7593 Intermediate Similarity NPC120239
0.7585 Intermediate Similarity NPC160113
0.7585 Intermediate Similarity NPC476220
0.7577 Intermediate Similarity NPC234772
0.7569 Intermediate Similarity NPC100863
0.7565 Intermediate Similarity NPC46259
0.7564 Intermediate Similarity NPC223242
0.7563 Intermediate Similarity NPC301501
0.7559 Intermediate Similarity NPC14994
0.7552 Intermediate Similarity NPC329932
0.7542 Intermediate Similarity NPC113455
0.7535 Intermediate Similarity NPC25401
0.7522 Intermediate Similarity NPC470481
0.7522 Intermediate Similarity NPC470482
0.7521 Intermediate Similarity NPC131977
0.75 Intermediate Similarity NPC138830
0.75 Intermediate Similarity NPC67904
0.75 Intermediate Similarity NPC139373
0.7458 Intermediate Similarity NPC304837
0.7458 Intermediate Similarity NPC476258
0.7417 Intermediate Similarity NPC151171
0.7409 Intermediate Similarity NPC132874
0.7409 Intermediate Similarity NPC138615
0.7409 Intermediate Similarity NPC265642
0.7409 Intermediate Similarity NPC218733
0.7403 Intermediate Similarity NPC219397
0.7352 Intermediate Similarity NPC243626
0.7333 Intermediate Similarity NPC477161
0.7289 Intermediate Similarity NPC268077
0.7288 Intermediate Similarity NPC476436
0.7273 Intermediate Similarity NPC230313
0.7264 Intermediate Similarity NPC186669
0.7256 Intermediate Similarity NPC97584
0.7249 Intermediate Similarity NPC220241
0.7249 Intermediate Similarity NPC295479
0.7244 Intermediate Similarity NPC207971
0.7232 Intermediate Similarity NPC471512
0.7231 Intermediate Similarity NPC184680
0.723 Intermediate Similarity NPC218594
0.723 Intermediate Similarity NPC99043
0.7227 Intermediate Similarity NPC94499
0.7222 Intermediate Similarity NPC473007
0.7217 Intermediate Similarity NPC203202
0.7217 Intermediate Similarity NPC264482
0.7212 Intermediate Similarity NPC470484
0.721 Intermediate Similarity NPC182853
0.7202 Intermediate Similarity NPC162694
0.7202 Intermediate Similarity NPC470785
0.7191 Intermediate Similarity NPC118189
0.7182 Intermediate Similarity NPC473004
0.7175 Intermediate Similarity NPC293624
0.7174 Intermediate Similarity NPC82541
0.7169 Intermediate Similarity NPC473008
0.7149 Intermediate Similarity NPC478075
0.7143 Intermediate Similarity NPC266994
0.7137 Intermediate Similarity NPC476429
0.7131 Intermediate Similarity NPC470784
0.7124 Intermediate Similarity NPC286135
0.7123 Intermediate Similarity NPC230098
0.7123 Intermediate Similarity NPC477186
0.7119 Intermediate Similarity NPC76478
0.7112 Intermediate Similarity NPC321166
0.711 Intermediate Similarity NPC475981
0.711 Intermediate Similarity NPC474746
0.7104 Intermediate Similarity NPC196231
0.7104 Intermediate Similarity NPC204970
0.7102 Intermediate Similarity NPC475816
0.7085 Intermediate Similarity NPC33256
0.7083 Intermediate Similarity NPC74216
0.7072 Intermediate Similarity NPC470485
0.707 Intermediate Similarity NPC6974
0.7069 Intermediate Similarity NPC116178
0.7064 Intermediate Similarity NPC134702
0.7064 Intermediate Similarity NPC87560
0.7051 Intermediate Similarity NPC474745
0.704 Intermediate Similarity NPC221687
0.7039 Intermediate Similarity NPC217903
0.7029 Intermediate Similarity NPC115588
0.7022 Intermediate Similarity NPC71124
0.7017 Intermediate Similarity NPC71539
0.7017 Intermediate Similarity NPC250960
0.7017 Intermediate Similarity NPC251071
0.7014 Intermediate Similarity NPC474059
0.7014 Intermediate Similarity NPC105055
0.7014 Intermediate Similarity NPC22689
0.7005 Intermediate Similarity NPC474325
0.7004 Intermediate Similarity NPC469732
0.6992 Remote Similarity NPC195120
0.6992 Remote Similarity NPC260909
0.6987 Remote Similarity NPC14339
0.6983 Remote Similarity NPC470821
0.6982 Remote Similarity NPC470483
0.6975 Remote Similarity NPC7560
0.697 Remote Similarity NPC207873
0.697 Remote Similarity NPC100573
0.6966 Remote Similarity NPC114468
0.6959 Remote Similarity NPC237044
0.6959 Remote Similarity NPC474470
0.6957 Remote Similarity NPC80472
0.6943 Remote Similarity NPC473460
0.6937 Remote Similarity NPC141440
0.6936 Remote Similarity NPC298449
0.6933 Remote Similarity NPC473375
0.6933 Remote Similarity NPC97100
0.693 Remote Similarity NPC254045
0.693 Remote Similarity NPC151470
0.693 Remote Similarity NPC64576
0.693 Remote Similarity NPC471489
0.693 Remote Similarity NPC201055
0.6929 Remote Similarity NPC285254
0.6926 Remote Similarity NPC474192
0.6926 Remote Similarity NPC198160
0.6926 Remote Similarity NPC475720
0.6923 Remote Similarity NPC21425
0.692 Remote Similarity NPC254957
0.6916 Remote Similarity NPC5374
0.6912 Remote Similarity NPC304675
0.6906 Remote Similarity NPC237901
0.6906 Remote Similarity NPC195788
0.69 Remote Similarity NPC474077
0.69 Remote Similarity NPC475747
0.6898 Remote Similarity NPC473105
0.6898 Remote Similarity NPC185031
0.6894 Remote Similarity NPC268223
0.6886 Remote Similarity NPC474427
0.6881 Remote Similarity NPC35680
0.6878 Remote Similarity NPC262725
0.6872 Remote Similarity NPC17677
0.6864 Remote Similarity NPC2905
0.6864 Remote Similarity NPC148391
0.6863 Remote Similarity NPC329982
0.6862 Remote Similarity NPC118154
0.6862 Remote Similarity NPC157983
0.6855 Remote Similarity NPC474183
0.6852 Remote Similarity NPC474708
0.684 Remote Similarity NPC163829
0.6838 Remote Similarity NPC25961
0.6833 Remote Similarity NPC329830
0.6833 Remote Similarity NPC102760
0.6831 Remote Similarity NPC13249
0.6828 Remote Similarity NPC474432
0.6828 Remote Similarity NPC475713
0.6826 Remote Similarity NPC473005
0.6822 Remote Similarity NPC473006
0.682 Remote Similarity NPC475609
0.681 Remote Similarity NPC61013
0.6806 Remote Similarity NPC475845
0.6798 Remote Similarity NPC215098
0.6798 Remote Similarity NPC73020
0.6798 Remote Similarity NPC70290

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC291173 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
0.7397 Intermediate Similarity NPD5582 Discontinued
0.7277 Intermediate Similarity NPD956 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD6625 Approved
0.7179 Intermediate Similarity NPD2899 Discontinued
0.7162 Intermediate Similarity NPD3592 Approved
0.7162 Intermediate Similarity NPD3591 Approved
0.716 Intermediate Similarity NPD7048 Phase 3
0.7149 Intermediate Similarity NPD7263 Phase 2
0.7143 Intermediate Similarity NPD7186 Phase 3
0.7102 Intermediate Similarity NPD7025 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD4859 Phase 1
0.7017 Intermediate Similarity NPD6997 Phase 2
0.7004 Intermediate Similarity NPD6238 Discontinued
0.6992 Remote Similarity NPD8460 Approved
0.6992 Remote Similarity NPD8459 Approved
0.6987 Remote Similarity NPD3298 Approved
0.6987 Remote Similarity NPD4040 Phase 1
0.6967 Remote Similarity NPD6723 Discontinued
0.6953 Remote Similarity NPD683 Approved
0.6949 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6947 Remote Similarity NPD5071 Phase 2
0.6944 Remote Similarity NPD5312 Approved
0.6944 Remote Similarity NPD5313 Approved
0.6933 Remote Similarity NPD3437 Discontinued
0.693 Remote Similarity NPD3450 Approved
0.693 Remote Similarity NPD2493 Approved
0.693 Remote Similarity NPD2494 Approved
0.693 Remote Similarity NPD3452 Approved
0.6926 Remote Similarity NPD4596 Phase 1
0.6923 Remote Similarity NPD4492 Approved
0.6923 Remote Similarity NPD4494 Approved
0.6913 Remote Similarity NPD4582 Approved
0.6913 Remote Similarity NPD4583 Approved
0.6909 Remote Similarity NPD6853 Approved
0.6909 Remote Similarity NPD6851 Approved
0.6906 Remote Similarity NPD8465 Approved
0.6906 Remote Similarity NPD2488 Approved
0.6906 Remote Similarity NPD2490 Approved
0.6906 Remote Similarity NPD8466 Approved
0.6906 Remote Similarity NPD8467 Approved
0.6904 Remote Similarity NPD7805 Phase 3
0.69 Remote Similarity NPD3106 Clinical (unspecified phase)
0.6897 Remote Similarity NPD4082 Approved
0.6886 Remote Similarity NPD7255 Clinical (unspecified phase)
0.688 Remote Similarity NPD4493 Discontinued
0.687 Remote Similarity NPD4004 Approved
0.687 Remote Similarity NPD4002 Approved
0.6864 Remote Similarity NPD7559 Phase 2
0.6846 Remote Similarity NPD3912 Discontinued
0.684 Remote Similarity NPD5102 Clinical (unspecified phase)
0.6827 Remote Similarity NPD7560 Approved
0.6824 Remote Similarity NPD3472 Approved
0.6824 Remote Similarity NPD4022 Approved
0.6822 Remote Similarity NPD4455 Discontinued
0.6815 Remote Similarity NPD4846 Phase 2
0.6804 Remote Similarity NPD6297 Approved
0.6803 Remote Similarity NPD8426 Approved
0.6803 Remote Similarity NPD8425 Approved
0.6798 Remote Similarity NPD4668 Phase 2
0.6798 Remote Similarity NPD4420 Approved
0.6792 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6787 Remote Similarity NPD3534 Clinical (unspecified phase)
0.678 Remote Similarity NPD3888 Discontinued
0.6779 Remote Similarity NPD8429 Approved
0.6779 Remote Similarity NPD8428 Approved
0.6779 Remote Similarity NPD8427 Approved
0.6769 Remote Similarity NPD3297 Approved
0.6767 Remote Similarity NPD4456 Clinical (unspecified phase)
0.6766 Remote Similarity NPD3372 Discontinued
0.6766 Remote Similarity NPD3893 Discontinued
0.6765 Remote Similarity NPD5562 Approved
0.6765 Remote Similarity NPD7047 Phase 3
0.6765 Remote Similarity NPD5561 Approved
0.6765 Remote Similarity NPD8149 Discontinued
0.6763 Remote Similarity NPD7907 Approved
0.6757 Remote Similarity NPD7956 Approved
0.6757 Remote Similarity NPD7955 Approved
0.6756 Remote Similarity NPD7803 Approved
0.6754 Remote Similarity NPD2974 Approved
0.6754 Remote Similarity NPD2975 Approved
0.6754 Remote Similarity NPD2973 Approved
0.6753 Remote Similarity NPD5005 Approved
0.6753 Remote Similarity NPD5006 Approved
0.6748 Remote Similarity NPD3442 Approved
0.6748 Remote Similarity NPD3441 Approved
0.6739 Remote Similarity NPD4580 Approved
0.6737 Remote Similarity NPD1945 Phase 1
0.6737 Remote Similarity NPD5676 Approved
0.6713 Remote Similarity NPD5186 Approved
0.6713 Remote Similarity NPD5183 Approved
0.6711 Remote Similarity NPD2845 Phase 2
0.6711 Remote Similarity NPD2843 Phase 2
0.6709 Remote Similarity NPD7827 Phase 1
0.6707 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6706 Remote Similarity NPD6517 Phase 3
0.6697 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6681 Remote Similarity NPD6795 Clinical (unspecified phase)
0.6681 Remote Similarity NPD3057 Approved
0.6681 Remote Similarity NPD7238 Clinical (unspecified phase)
0.668 Remote Similarity NPD4111 Phase 1
0.6667 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4107 Approved
0.6653 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6652 Remote Similarity NPD6211 Clinical (unspecified phase)
0.6639 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6638 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6637 Remote Similarity NPD2971 Approved
0.6637 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6637 Remote Similarity NPD2968 Approved
0.6636 Remote Similarity NPD5334 Clinical (unspecified phase)
0.6627 Remote Similarity NPD7922 Phase 1
0.6617 Remote Similarity NPD8363 Approved
0.6617 Remote Similarity NPD8364 Approved
0.6612 Remote Similarity NPD4665 Approved
0.661 Remote Similarity NPD2907 Approved
0.661 Remote Similarity NPD2906 Approved
0.6609 Remote Similarity NPD3533 Approved
0.6609 Remote Similarity NPD2972 Approved
0.6609 Remote Similarity NPD3448 Approved
0.6609 Remote Similarity NPD2491 Approved
0.6603 Remote Similarity NPD7708 Approved
0.6602 Remote Similarity NPD4926 Clinical (unspecified phase)
0.6595 Remote Similarity NPD5457 Discontinued
0.659 Remote Similarity NPD6107 Approved
0.6589 Remote Similarity NPD6503 Clinical (unspecified phase)
0.6586 Remote Similarity NPD4885 Approved
0.6584 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6583 Remote Similarity NPD4897 Phase 2
0.6581 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6581 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6575 Remote Similarity NPD6365 Clinical (unspecified phase)
0.6573 Remote Similarity NPD4981 Phase 2
0.6573 Remote Similarity NPD6199 Discontinued
0.6571 Remote Similarity NPD7278 Phase 2
0.6571 Remote Similarity NPD7279 Phase 2
0.6567 Remote Similarity NPD8365 Clinical (unspecified phase)
0.6567 Remote Similarity NPD4482 Phase 3
0.6565 Remote Similarity NPD3964 Approved
0.6564 Remote Similarity NPD7859 Phase 2
0.6562 Remote Similarity NPD7281 Phase 3
0.6562 Remote Similarity NPD7280 Phase 3
0.6561 Remote Similarity NPD5600 Discontinued
0.656 Remote Similarity NPD4373 Phase 2
0.6555 Remote Similarity NPD5860 Discontinued
0.6555 Remote Similarity NPD4997 Clinical (unspecified phase)
0.6553 Remote Similarity NPD6644 Discontinued
0.6552 Remote Similarity NPD6874 Approved
0.6549 Remote Similarity NPD4084 Clinical (unspecified phase)
0.6545 Remote Similarity NPD7821 Clinical (unspecified phase)
0.6543 Remote Similarity NPD5496 Approved
0.6536 Remote Similarity NPD8489 Phase 1
0.6535 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6529 Remote Similarity NPD3949 Clinical (unspecified phase)
0.6527 Remote Similarity NPD8091 Phase 3
0.6527 Remote Similarity NPD4206 Approved
0.6525 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6524 Remote Similarity NPD6519 Phase 2
0.652 Remote Similarity NPD7797 Approved
0.652 Remote Similarity NPD7796 Approved
0.6507 Remote Similarity NPD3633 Approved
0.6507 Remote Similarity NPD3634 Approved
0.6496 Remote Similarity NPD7476 Discontinued
0.6483 Remote Similarity NPD4465 Phase 2
0.6483 Remote Similarity NPD4467 Phase 2
0.6481 Remote Similarity NPD1880 Phase 3
0.6466 Remote Similarity NPD7690 Clinical (unspecified phase)
0.6464 Remote Similarity NPD8461 Discontinued
0.646 Remote Similarity NPD6021 Clinical (unspecified phase)
0.6457 Remote Similarity NPD7479 Phase 2
0.6445 Remote Similarity NPD6716 Phase 1
0.644 Remote Similarity NPD4952 Phase 3
0.6437 Remote Similarity NPD7820 Phase 3
0.6435 Remote Similarity NPD7296 Approved
0.6423 Remote Similarity NPD5506 Approved
0.6423 Remote Similarity NPD5507 Approved
0.642 Remote Similarity NPD5025 Approved
0.6419 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6414 Remote Similarity NPD7891 Discontinued
0.641 Remote Similarity NPD5608 Approved
0.641 Remote Similarity NPD5609 Approved
0.6409 Remote Similarity NPD4166 Phase 2
0.6402 Remote Similarity NPD7300 Phase 3
0.6402 Remote Similarity NPD7302 Phase 3
0.6395 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6387 Remote Similarity NPD7607 Clinical (unspecified phase)
0.6385 Remote Similarity NPD814 Clinical (unspecified phase)
0.6383 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6379 Remote Similarity NPD7256 Discontinued
0.6368 Remote Similarity NPD6877 Discontinued
0.6364 Remote Similarity NPD6457 Approved
0.6364 Remote Similarity NPD6494 Phase 2
0.636 Remote Similarity NPD3899 Clinical (unspecified phase)
0.636 Remote Similarity NPD6339 Approved
0.636 Remote Similarity NPD6340 Approved
0.6353 Remote Similarity NPD6982 Phase 2
0.6352 Remote Similarity NPD7880 Clinical (unspecified phase)
0.6351 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6351 Remote Similarity NPD4481 Phase 3
0.6351 Remote Similarity NPD2489 Approved
0.6351 Remote Similarity NPD2898 Approved

Structure

External Identifiers

PubChem CID   25058085
ChEMBL   CHEMBL525919
ZINC  

Physicochemical Properties

Molecular Weight:  412.16
ALogP:  -1.852
MLogP:  3
XLogP:  0.821
# Rotatable Bonds:  8
Polar Surface Area:  100.63
# H-Bond Aceptor:  6
# H-Bond Donor:  2
# Rings:  6
# Heavy Atoms:  30

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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