Natural Product: NPC314702

Natural Product ID:  NPC314702
Common Name:   Sibiromycin
IUPAC Name:   (6R,6aS)-2-[(2S,3R,4R,5S,6S)-3,4-dihydroxy-4,6-dimethyl-5-(methylamino)oxan-2-yl]oxy-4,6-dihydroxy-3-methyl-8-[(E)-prop-1-enyl]-5,6,6a,7-tetrahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
Synonyms:   Sibiromycin
Molecular Formula:   C24H33N3O7
Standard InCHIKey:  RAGFPHFDFVNLCG-INYQBOQCSA-N
Standard InCHI:  InChI=1S/C24H33N3O7/c1-6-7-13-8-15-21(30)26-17-14(22(31)27(15)10-13)9-16(11(2)18(17)28)34-23-20(29)24(4,32)19(25-5)12(3)33-23/h6-7,9-10,12,15,19-21,23,25-26,28-30,32H,8H2,1-5H3/b7-6+/t12-,15-,19-,20-,21+,23-,24+/m0/s1
Canonical SMILES:  C/C=C/C1=CN2[C@@H](C1)[C@@H](O)Nc1c(C2=O)cc(c(c1O)C)O[C@@H]1O[C@@H](C)[C@@H]([C@@]([C@H]1O)(C)O)NC
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   BGC0000428 ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO17228 Streptosporangium sibiricum Species Streptosporangiaceae Bacteria PMID[25960001]
NPO22810 Streptomyces Species Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified GI50 = 33 nM 20218628
NPT111 Cell Line K562 Homo sapiens IC50 = 1.4 nM 20218628
NPT2 Others Unspecified TGI = 850 nM 20218628
NPT2 Others Unspecified LC50 = 16700 nM 20218628

  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 NPC314702 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
0.7981 Intermediate Similarity NPC316282
0.7642 Intermediate Similarity NPC87391
0.7583 Intermediate Similarity NPC314659
0.7536 Intermediate Similarity NPC197335
0.7203 Intermediate Similarity NPC251071
0.7131 Intermediate Similarity NPC148124
0.7089 Intermediate Similarity NPC99724
0.7089 Intermediate Similarity NPC76478
0.7083 Intermediate Similarity NPC248903
0.7078 Intermediate Similarity NPC262725
0.7054 Intermediate Similarity NPC313627
0.7042 Intermediate Similarity NPC26928
0.7013 Intermediate Similarity NPC257728
0.7009 Intermediate Similarity NPC30749
0.697 Remote Similarity NPC257266
0.6966 Remote Similarity NPC305542
0.6962 Remote Similarity NPC195120
0.6962 Remote Similarity NPC87560
0.6962 Remote Similarity NPC182853
0.6957 Remote Similarity NPC470484
0.6946 Remote Similarity NPC118189
0.6942 Remote Similarity NPC13249
0.6936 Remote Similarity NPC217903
0.6923 Remote Similarity NPC218303
0.691 Remote Similarity NPC153365
0.6907 Remote Similarity NPC176113
0.6907 Remote Similarity NPC148391
0.6904 Remote Similarity NPC118154
0.6904 Remote Similarity NPC157983
0.6897 Remote Similarity NPC212123
0.6894 Remote Similarity NPC116178
0.6835 Remote Similarity NPC2905
0.682 Remote Similarity NPC134702
0.6818 Remote Similarity NPC270301
0.6809 Remote Similarity NPC474366
0.6805 Remote Similarity NPC7560
0.6798 Remote Similarity NPC472191
0.6793 Remote Similarity NPC114468
0.6793 Remote Similarity NPC321166
0.6781 Remote Similarity NPC158551
0.6778 Remote Similarity NPC321226
0.6778 Remote Similarity NPC180210
0.6778 Remote Similarity NPC478047
0.6778 Remote Similarity NPC314914
0.6778 Remote Similarity NPC328856
0.6778 Remote Similarity NPC478046
0.6762 Remote Similarity NPC285254
0.675 Remote Similarity NPC316368
0.675 Remote Similarity NPC284236
0.6748 Remote Similarity NPC477397
0.6747 Remote Similarity NPC17160
0.6747 Remote Similarity NPC313720
0.6737 Remote Similarity NPC25961
0.6736 Remote Similarity NPC478048
0.6724 Remote Similarity NPC311357
0.6723 Remote Similarity NPC268223
0.6709 Remote Similarity NPC220241
0.6709 Remote Similarity NPC295479
0.6708 Remote Similarity NPC477828
0.6695 Remote Similarity NPC66191
0.6695 Remote Similarity NPC477160
0.6695 Remote Similarity NPC314817
0.6695 Remote Similarity NPC316297
0.6694 Remote Similarity NPC170101
0.6681 Remote Similarity NPC477827
0.6681 Remote Similarity NPC477826
0.6681 Remote Similarity NPC198160
0.6681 Remote Similarity NPC478075
0.6667 Remote Similarity NPC120239
0.6667 Remote Similarity NPC472163
0.6667 Remote Similarity NPC471513
0.6667 Remote Similarity NPC329830
0.6653 Remote Similarity NPC330683
0.6653 Remote Similarity NPC329567
0.6653 Remote Similarity NPC122886
0.6652 Remote Similarity NPC314948
0.6651 Remote Similarity NPC139506
0.6651 Remote Similarity NPC292143
0.6638 Remote Similarity NPC195787
0.6638 Remote Similarity NPC246140
0.6638 Remote Similarity NPC198401
0.6624 Remote Similarity NPC477825
0.6614 Remote Similarity NPC113455
0.661 Remote Similarity NPC16249
0.6609 Remote Similarity NPC308895
0.6606 Remote Similarity NPC220560
0.6596 Remote Similarity NPC163829
0.6588 Remote Similarity NPC291609
0.6585 Remote Similarity NPC477394
0.658 Remote Similarity NPC478049
0.6576 Remote Similarity NPC477396
0.6567 Remote Similarity NPC101312
0.6564 Remote Similarity NPC67401
0.6562 Remote Similarity NPC477393
0.6561 Remote Similarity NPC290069
0.6553 Remote Similarity NPC475448
0.6553 Remote Similarity NPC246983
0.6552 Remote Similarity NPC112752
0.6552 Remote Similarity NPC311054
0.6549 Remote Similarity NPC124300
0.6549 Remote Similarity NPC477395
0.6542 Remote Similarity NPC470481
0.6542 Remote Similarity NPC470482
0.6533 Remote Similarity NPC196449
0.6533 Remote Similarity NPC314222
0.6532 Remote Similarity NPC473458
0.6528 Remote Similarity NPC257763
0.6525 Remote Similarity NPC317567
0.6524 Remote Similarity NPC90358
0.6524 Remote Similarity NPC107828
0.6522 Remote Similarity NPC470485
0.6516 Remote Similarity NPC475609
0.6516 Remote Similarity NPC222046
0.6512 Remote Similarity NPC301163
0.6511 Remote Similarity NPC1464
0.6511 Remote Similarity NPC475223
0.6494 Remote Similarity NPC198205
0.6494 Remote Similarity NPC21483
0.6489 Remote Similarity NPC99723
0.6489 Remote Similarity NPC185172
0.6482 Remote Similarity NPC291173
0.6482 Remote Similarity NPC154922
0.6481 Remote Similarity NPC112937
0.6473 Remote Similarity NPC310618
0.6471 Remote Similarity NPC476258
0.6471 Remote Similarity NPC304837
0.6468 Remote Similarity NPC136573
0.6468 Remote Similarity NPC176371
0.6468 Remote Similarity NPC214368
0.6466 Remote Similarity NPC170333
0.646 Remote Similarity NPC473562
0.6456 Remote Similarity NPC268077
0.6452 Remote Similarity NPC19175
0.6449 Remote Similarity NPC108826
0.6449 Remote Similarity NPC288110
0.6441 Remote Similarity NPC15987
0.6441 Remote Similarity NPC288759
0.6441 Remote Similarity NPC474077
0.6438 Remote Similarity NPC198390
0.6435 Remote Similarity NPC470483
0.6429 Remote Similarity NPC287152
0.6419 Remote Similarity NPC217294
0.6411 Remote Similarity NPC252156
0.641 Remote Similarity NPC316412
0.641 Remote Similarity NPC315351
0.6409 Remote Similarity NPC470971
0.6406 Remote Similarity NPC320064
0.64 Remote Similarity NPC98416
0.64 Remote Similarity NPC470480
0.6394 Remote Similarity NPC227824
0.6393 Remote Similarity NPC234772
0.639 Remote Similarity NPC197125
0.6389 Remote Similarity NPC227033
0.6387 Remote Similarity NPC301292
0.6387 Remote Similarity NPC313112
0.638 Remote Similarity NPC471778
0.6379 Remote Similarity NPC326027
0.6372 Remote Similarity NPC116096
0.6371 Remote Similarity NPC2173
0.6371 Remote Similarity NPC202771
0.6371 Remote Similarity NPC119818
0.6371 Remote Similarity NPC328700
0.6367 Remote Similarity NPC126556
0.6364 Remote Similarity NPC92803
0.6364 Remote Similarity NPC326333
0.6364 Remote Similarity NPC478045
0.636 Remote Similarity NPC323858
0.6356 Remote Similarity NPC261012
0.6356 Remote Similarity NPC314738
0.6356 Remote Similarity NPC242728
0.6356 Remote Similarity NPC474815
0.6356 Remote Similarity NPC109403
0.6349 Remote Similarity NPC46990
0.6345 Remote Similarity NPC207971
0.6341 Remote Similarity NPC82056
0.634 Remote Similarity NPC50548
0.6339 Remote Similarity NPC8467
0.6336 Remote Similarity NPC114039
0.6336 Remote Similarity NPC206109
0.6332 Remote Similarity NPC316224
0.6331 Remote Similarity NPC128476
0.633 Remote Similarity NPC93653
0.6329 Remote Similarity NPC476662
0.6327 Remote Similarity NPC85613
0.6327 Remote Similarity NPC38964
0.6327 Remote Similarity NPC283810
0.632 Remote Similarity NPC231924
0.632 Remote Similarity NPC283207
0.6318 Remote Similarity NPC473422
0.6318 Remote Similarity NPC133156
0.6316 Remote Similarity NPC219397
0.6314 Remote Similarity NPC476220
0.6314 Remote Similarity NPC160113
0.6314 Remote Similarity NPC241263
0.6311 Remote Similarity NPC315253
0.6309 Remote Similarity NPC471825
0.6307 Remote Similarity NPC207873
0.6307 Remote Similarity NPC100573
0.6304 Remote Similarity NPC301501
0.6304 Remote Similarity NPC151171

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC314702 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
0.7399 Intermediate Similarity NPD7071 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD6625 Approved
0.7029 Intermediate Similarity NPD3912 Discontinued
0.7013 Intermediate Similarity NPD7585 Approved
0.7004 Intermediate Similarity NPD2899 Discontinued
0.6996 Remote Similarity NPD1945 Phase 1
0.6975 Remote Similarity NPD3437 Discontinued
0.697 Remote Similarity NPD7583 Approved
0.6957 Remote Similarity NPD4465 Phase 2
0.6957 Remote Similarity NPD5102 Clinical (unspecified phase)
0.6957 Remote Similarity NPD4467 Phase 2
0.6897 Remote Similarity NPD7584 Approved
0.6886 Remote Similarity NPD6874 Approved
0.6866 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6847 Remote Similarity NPD3154 Approved
0.6847 Remote Similarity NPD3153 Approved
0.6824 Remote Similarity NPD6973 Clinical (unspecified phase)
0.6803 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6803 Remote Similarity NPD8059 Phase 3
0.6778 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6767 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6767 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6765 Remote Similarity NPD4679 Discontinued
0.6763 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6756 Remote Similarity NPD4259 Approved
0.6756 Remote Similarity NPD4258 Approved
0.6736 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6726 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6725 Remote Similarity NPD6621 Clinical (unspecified phase)
0.6723 Remote Similarity NPD4082 Approved
0.6723 Remote Similarity NPD4022 Approved
0.6723 Remote Similarity NPD3472 Approved
0.6694 Remote Similarity NPD7186 Phase 3
0.6681 Remote Similarity NPD4492 Approved
0.6681 Remote Similarity NPD4494 Approved
0.6681 Remote Similarity NPD7880 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3372 Discontinued
0.6653 Remote Similarity NPD2907 Approved
0.6653 Remote Similarity NPD2906 Approved
0.6652 Remote Similarity NPD6021 Clinical (unspecified phase)
0.6652 Remote Similarity NPD6034 Phase 2
0.6628 Remote Similarity NPD8461 Discontinued
0.6626 Remote Similarity NPD7224 Discontinued
0.6626 Remote Similarity NPD7223 Discontinued
0.6622 Remote Similarity NPD6654 Clinical (unspecified phase)
0.6609 Remote Similarity NPD5582 Discontinued
0.6596 Remote Similarity NPD6644 Discontinued
0.6596 Remote Similarity NPD1294 Discontinued
0.6593 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6593 Remote Similarity NPD4515 Suspended
0.6581 Remote Similarity NPD6795 Clinical (unspecified phase)
0.6562 Remote Similarity NPD3253 Clinical (unspecified phase)
0.656 Remote Similarity NPD2249 Approved
0.656 Remote Similarity NPD2247 Approved
0.6552 Remote Similarity NPD8492 Approved
0.6542 Remote Similarity NPD1769 Discontinued
0.6542 Remote Similarity NPD3888 Discontinued
0.654 Remote Similarity NPD4596 Phase 1
0.654 Remote Similarity NPD7043 Discontinued
0.6538 Remote Similarity NPD6321 Discontinued
0.6538 Remote Similarity NPD7476 Discontinued
0.6535 Remote Similarity NPD5896 Clinical (unspecified phase)
0.6525 Remote Similarity NPD4456 Clinical (unspecified phase)
0.6525 Remote Similarity NPD8367 Approved
0.6522 Remote Similarity NPD4846 Phase 2
0.6522 Remote Similarity NPD5150 Phase 2
0.6522 Remote Similarity NPD7262 Phase 1
0.6518 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6509 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6508 Remote Similarity NPD2951 Discontinued
0.6504 Remote Similarity NPD6997 Phase 2
0.649 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6484 Remote Similarity NPD2680 Approved
0.6484 Remote Similarity NPD2681 Approved
0.6481 Remote Similarity NPD5071 Phase 2
0.6471 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6468 Remote Similarity NPD7566 Clinical (unspecified phase)
0.6468 Remote Similarity NPD6238 Discontinued
0.6463 Remote Similarity NPD2845 Phase 2
0.6463 Remote Similarity NPD2843 Phase 2
0.6458 Remote Similarity NPD3893 Discontinued
0.6458 Remote Similarity NPD5860 Discontinued
0.6457 Remote Similarity NPD7048 Phase 3
0.6446 Remote Similarity NPD4455 Discontinued
0.6444 Remote Similarity NPD6593 Clinical (unspecified phase)
0.6444 Remote Similarity NPD7701 Phase 2
0.6441 Remote Similarity NPD6823 Phase 2
0.6434 Remote Similarity NPD3949 Clinical (unspecified phase)
0.6432 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6432 Remote Similarity NPD4493 Discontinued
0.6432 Remote Similarity NPD7783 Phase 2
0.6426 Remote Similarity NPD5457 Discontinued
0.6423 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6414 Remote Similarity NPD6199 Discontinued
0.641 Remote Similarity NPD4668 Phase 2
0.6406 Remote Similarity NPD7560 Approved
0.6403 Remote Similarity NPD7922 Phase 1
0.6403 Remote Similarity NPD6723 Discontinued
0.6402 Remote Similarity NPD7263 Phase 2
0.6393 Remote Similarity NPD7047 Phase 3
0.6391 Remote Similarity NPD7629 Clinical (unspecified phase)
0.6391 Remote Similarity NPD7628 Phase 3
0.6391 Remote Similarity NPD7630 Phase 3
0.6389 Remote Similarity NPD8067 Phase 3
0.6384 Remote Similarity NPD5334 Clinical (unspecified phase)
0.6375 Remote Similarity NPD2514 Approved
0.6372 Remote Similarity NPD6104 Discontinued
0.6371 Remote Similarity NPD5005 Approved
0.6371 Remote Similarity NPD5006 Approved
0.6371 Remote Similarity NPD6863 Phase 2
0.6371 Remote Similarity NPD956 Clinical (unspecified phase)
0.6368 Remote Similarity NPD4604 Approved
0.6368 Remote Similarity NPD5938 Phase 3
0.6368 Remote Similarity NPD4605 Approved
0.636 Remote Similarity NPD7999 Approved
0.636 Remote Similarity NPD8491 Approved
0.6356 Remote Similarity NPD6777 Approved
0.6356 Remote Similarity NPD6776 Approved
0.6356 Remote Similarity NPD6779 Approved
0.6356 Remote Similarity NPD6778 Approved
0.6356 Remote Similarity NPD6781 Approved
0.6356 Remote Similarity NPD6782 Approved
0.6356 Remote Similarity NPD6780 Approved
0.6352 Remote Similarity NPD7930 Approved
0.6352 Remote Similarity NPD4562 Clinical (unspecified phase)
0.6352 Remote Similarity NPD7256 Discontinued
0.6349 Remote Similarity NPD5022 Discontinued
0.6345 Remote Similarity NPD7696 Phase 3
0.6345 Remote Similarity NPD7697 Approved
0.6345 Remote Similarity NPD7698 Approved
0.6343 Remote Similarity NPD2672 Discontinued
0.634 Remote Similarity NPD5196 Approved
0.634 Remote Similarity NPD5194 Approved
0.634 Remote Similarity NPD5197 Approved
0.6339 Remote Similarity NPD5603 Clinical (unspecified phase)
0.6337 Remote Similarity NPD7827 Phase 1
0.6331 Remote Similarity NPD8366 Approved
0.633 Remote Similarity NPD1012 Discontinued
0.6322 Remote Similarity NPD5726 Clinical (unspecified phase)
0.632 Remote Similarity NPD6377 Clinical (unspecified phase)
0.632 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6318 Remote Similarity NPD7870 Phase 2
0.6318 Remote Similarity NPD7417 Discontinued
0.6318 Remote Similarity NPD7871 Phase 2
0.6309 Remote Similarity NPD4539 Phase 1
0.6307 Remote Similarity NPD7300 Phase 3
0.6307 Remote Similarity NPD7302 Phase 3
0.6306 Remote Similarity NPD5847 Phase 1
0.63 Remote Similarity NPD7038 Approved
0.63 Remote Similarity NPD7039 Approved
0.6296 Remote Similarity NPD7801 Approved
0.6295 Remote Similarity NPD3263 Phase 3
0.6295 Remote Similarity NPD5640 Discontinued
0.6286 Remote Similarity NPD7559 Phase 2
0.6285 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6284 Remote Similarity NPD2842 Clinical (unspecified phase)
0.6277 Remote Similarity NPD1898 Discontinued
0.6277 Remote Similarity NPD6608 Clinical (unspecified phase)
0.6275 Remote Similarity NPD7292 Approved
0.627 Remote Similarity NPD3899 Clinical (unspecified phase)
0.6267 Remote Similarity NPD2361 Approved
0.6266 Remote Similarity NPD7570 Approved
0.6266 Remote Similarity NPD7569 Approved
0.6256 Remote Similarity NPD3558 Approved
0.6256 Remote Similarity NPD3557 Approved
0.6256 Remote Similarity NPD3559 Clinical (unspecified phase)
0.6256 Remote Similarity NPD6211 Clinical (unspecified phase)
0.6256 Remote Similarity NPD3556 Approved
0.6256 Remote Similarity NPD3560 Approved
0.625 Remote Similarity NPD4575 Clinical (unspecified phase)
0.625 Remote Similarity NPD2649 Approved
0.625 Remote Similarity NPD7891 Discontinued
0.625 Remote Similarity NPD2651 Approved
0.6245 Remote Similarity NPD5608 Approved
0.6245 Remote Similarity NPD7810 Phase 3
0.6245 Remote Similarity NPD7811 Phase 3
0.6245 Remote Similarity NPD1880 Phase 3
0.6245 Remote Similarity NPD5609 Approved
0.6233 Remote Similarity NPD5183 Approved
0.6233 Remote Similarity NPD5186 Approved
0.623 Remote Similarity NPD4206 Approved
0.6229 Remote Similarity NPD5515 Phase 2
0.6226 Remote Similarity NPD3006 Discontinued
0.6222 Remote Similarity NPD2359 Approved
0.6218 Remote Similarity NPD6519 Phase 2
0.6218 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6217 Remote Similarity NPD6851 Approved
0.6217 Remote Similarity NPD6853 Approved
0.6213 Remote Similarity NPD3473 Clinical (unspecified phase)
0.6212 Remote Similarity NPD8152 Approved
0.6212 Remote Similarity NPD8153 Approved
0.6211 Remote Similarity NPD795 Clinical (unspecified phase)
0.621 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6208 Remote Similarity NPD3802 Phase 3
0.6206 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6206 Remote Similarity NPD8469 Approved
0.6205 Remote Similarity NPD2388 Discontinued
0.6203 Remote Similarity NPD4420 Approved
0.6202 Remote Similarity NPD8157 Clinical (unspecified phase)
0.6198 Remote Similarity NPD2434 Approved

Structure

External Identifiers

PubChem CID   6437361
ChEMBL   CHEMBL462584
ZINC  

Physicochemical Properties

Molecular Weight:  475.23
ALogP:  -1.8911
MLogP:  3
XLogP:  0.828
# Rotatable Bonds:  13
Polar Surface Area:  143.75
# H-Bond Aceptor:  8
# H-Bond Donor:  6
# Rings:  4
# Heavy Atoms:  34

Download Data

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Biological Activities  
Similar NPs/Drugs