Natural Product: NPC270301

Natural Product ID:  NPC270301
Common Name:   (6As,8E)-8-Ethylidene-4-Methoxy-5,6A,7,9-Tetrahydropyrrolo[2,1-C][1,4]Benzodiazepine-6,11-Dione
IUPAC Name:   (6aS,8E)-8-ethylidene-4-methoxy-5,6a,7,9-tetrahydropyrrolo[2,1-c][1,4]benzodiazepine-6,11-dione
Synonyms:  
Molecular Formula:   C15H16N2O3
Standard InCHIKey:  DHXUSEYFJTWOSE-BWLWAFFFSA-N
Standard InCHI:  InChI=1S/C15H16N2O3/c1-3-9-7-11-14(18)16-13-10(15(19)17(11)8-9)5-4-6-12(13)20-2/h3-6,11H,7-8H2,1-2H3,(H,16,18)/b9-3+/t11-/m0/s1
Canonical SMILES:  C/C=C1/CN2[C@@H](C1)C(=Nc1c(C2=O)cccc1OC)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
NPO32984 streptomyces sp. 11a057 Species Streptomycetaceae Bacteria PMID[24613164]
NPO31972 Streptomyces 11a057 Species Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT15 Cell Line Jurkat Homo sapiens IC50 > 100000 nM 24613164
NPT111 Cell Line K562 Homo sapiens IC50 > 100000 nM 24613164
NPT116 Cell Line HL-60 Homo sapiens IC50 > 100000 nM 24613164
NPT65 Cell Line HepG2 Homo sapiens IC50 > 100000 nM 24613164

  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 NPC270301 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
0.8689 High Similarity NPC163829
0.8613 High Similarity NPC197335
0.8563 High Similarity NPC314659
0.8441 Intermediate Similarity NPC158551
0.8212 Intermediate Similarity NPC87391
0.8 Intermediate Similarity NPC198401
0.773 Intermediate Similarity NPC122553
0.7657 Intermediate Similarity NPC257763
0.7562 Intermediate Similarity NPC313327
0.7553 Intermediate Similarity NPC92803
0.75 Intermediate Similarity NPC112937
0.7476 Intermediate Similarity NPC172222
0.7448 Intermediate Similarity NPC316282
0.7447 Intermediate Similarity NPC18890
0.7443 Intermediate Similarity NPC301163
0.7374 Intermediate Similarity NPC16249
0.734 Intermediate Similarity NPC262725
0.7312 Intermediate Similarity NPC28368
0.7303 Intermediate Similarity NPC93653
0.7286 Intermediate Similarity NPC478075
0.7283 Intermediate Similarity NPC8467
0.716 Intermediate Similarity NPC471316
0.7135 Intermediate Similarity NPC174629
0.7135 Intermediate Similarity NPC470708
0.7108 Intermediate Similarity NPC470481
0.7108 Intermediate Similarity NPC470482
0.7075 Intermediate Similarity NPC257851
0.7074 Intermediate Similarity NPC5167
0.7062 Intermediate Similarity NPC204970
0.7037 Intermediate Similarity NPC472163
0.7037 Intermediate Similarity NPC116096
0.7027 Intermediate Similarity NPC355
0.7024 Intermediate Similarity NPC266425
0.6995 Remote Similarity NPC330683
0.6995 Remote Similarity NPC329567
0.698 Remote Similarity NPC195787
0.698 Remote Similarity NPC246140
0.6959 Remote Similarity NPC45389
0.6949 Remote Similarity NPC241392
0.6939 Remote Similarity NPC203972
0.6931 Remote Similarity NPC473422
0.6902 Remote Similarity NPC299582
0.6901 Remote Similarity NPC122886
0.6898 Remote Similarity NPC73280
0.6895 Remote Similarity NPC39822
0.6895 Remote Similarity NPC85613
0.6884 Remote Similarity NPC71124
0.6881 Remote Similarity NPC473460
0.6863 Remote Similarity NPC212123
0.6853 Remote Similarity NPC254957
0.6848 Remote Similarity NPC135006
0.6847 Remote Similarity NPC14339
0.6839 Remote Similarity NPC473007
0.6836 Remote Similarity NPC315829
0.6834 Remote Similarity NPC470021
0.6833 Remote Similarity NPC119669
0.6828 Remote Similarity NPC33507
0.6823 Remote Similarity NPC99723
0.6818 Remote Similarity NPC314702
0.6816 Remote Similarity NPC469539
0.6816 Remote Similarity NPC469540
0.6802 Remote Similarity NPC43218
0.68 Remote Similarity NPC265642
0.68 Remote Similarity NPC138615
0.68 Remote Similarity NPC132874
0.68 Remote Similarity NPC218733
0.6798 Remote Similarity NPC324081
0.6798 Remote Similarity NPC41216
0.6794 Remote Similarity NPC316297
0.6794 Remote Similarity NPC314817
0.6794 Remote Similarity NPC66191
0.678 Remote Similarity NPC324445
0.678 Remote Similarity NPC9373
0.6774 Remote Similarity NPC127362
0.6768 Remote Similarity NPC470485
0.6766 Remote Similarity NPC5374
0.6765 Remote Similarity NPC268077
0.676 Remote Similarity NPC144691
0.6759 Remote Similarity NPC157931
0.6758 Remote Similarity NPC329631
0.6757 Remote Similarity NPC189116
0.6754 Remote Similarity NPC287152
0.6751 Remote Similarity NPC28510
0.675 Remote Similarity NPC161804
0.6748 Remote Similarity NPC207873
0.6748 Remote Similarity NPC100573
0.6746 Remote Similarity NPC30749
0.6742 Remote Similarity NPC476444
0.6736 Remote Similarity NPC98197
0.6735 Remote Similarity NPC217294
0.6733 Remote Similarity NPC138830
0.6731 Remote Similarity NPC471532
0.6729 Remote Similarity NPC71539
0.6729 Remote Similarity NPC250960
0.672 Remote Similarity NPC254700
0.672 Remote Similarity NPC70172
0.672 Remote Similarity NPC471130
0.6719 Remote Similarity NPC98416
0.6719 Remote Similarity NPC166169
0.6718 Remote Similarity NPC150308
0.6717 Remote Similarity NPC473004
0.6716 Remote Similarity NPC207971
0.6716 Remote Similarity NPC100863
0.6715 Remote Similarity NPC471561
0.6713 Remote Similarity NPC266994
0.6705 Remote Similarity NPC242159
0.6705 Remote Similarity NPC313694
0.6703 Remote Similarity NPC230942
0.6703 Remote Similarity NPC315498
0.6701 Remote Similarity NPC302235
0.6701 Remote Similarity NPC473008
0.6699 Remote Similarity NPC321428
0.6698 Remote Similarity NPC184408
0.6667 Remote Similarity NPC288987
0.6667 Remote Similarity NPC474077
0.6667 Remote Similarity NPC471648
0.6667 Remote Similarity NPC475609
0.6667 Remote Similarity NPC470483
0.6667 Remote Similarity NPC222046
0.6651 Remote Similarity NPC194740
0.6651 Remote Similarity NPC74216
0.6635 Remote Similarity NPC2905
0.6635 Remote Similarity NPC148391
0.662 Remote Similarity NPC314633
0.6619 Remote Similarity NPC305542
0.6617 Remote Similarity NPC470023
0.6616 Remote Similarity NPC283207
0.6616 Remote Similarity NPC5630
0.6616 Remote Similarity NPC471196
0.6616 Remote Similarity NPC471195
0.6615 Remote Similarity NPC9475
0.6615 Remote Similarity NPC315631
0.6613 Remote Similarity NPC88970
0.6606 Remote Similarity NPC478078
0.6605 Remote Similarity NPC76478
0.6602 Remote Similarity NPC470484
0.66 Remote Similarity NPC230403
0.6597 Remote Similarity NPC164608
0.6595 Remote Similarity NPC154478
0.6592 Remote Similarity NPC146370
0.6588 Remote Similarity NPC114468
0.6588 Remote Similarity NPC39500
0.6585 Remote Similarity NPC1464
0.658 Remote Similarity NPC475421
0.6579 Remote Similarity NPC161801
0.6578 Remote Similarity NPC472923
0.6577 Remote Similarity NPC39370
0.6576 Remote Similarity NPC84317
0.6575 Remote Similarity NPC214239
0.6573 Remote Similarity NPC126556
0.6571 Remote Similarity NPC187501
0.6561 Remote Similarity NPC66490
0.6548 Remote Similarity NPC116007
0.6546 Remote Similarity NPC283810
0.6545 Remote Similarity NPC53596
0.6545 Remote Similarity NPC17388
0.6545 Remote Similarity NPC471308
0.6545 Remote Similarity NPC289330
0.6545 Remote Similarity NPC160120
0.6544 Remote Similarity NPC205372
0.6543 Remote Similarity NPC52059
0.6543 Remote Similarity NPC470069
0.6542 Remote Similarity NPC182853
0.6542 Remote Similarity NPC131885
0.6542 Remote Similarity NPC87560
0.6542 Remote Similarity NPC248601
0.6542 Remote Similarity NPC134702
0.6542 Remote Similarity NPC303658
0.6542 Remote Similarity NPC195120
0.6541 Remote Similarity NPC287757
0.6541 Remote Similarity NPC319320
0.6537 Remote Similarity NPC469732
0.6536 Remote Similarity NPC16188
0.6528 Remote Similarity NPC118189
0.6528 Remote Similarity NPC7560
0.6526 Remote Similarity NPC470001
0.6526 Remote Similarity NPC470002
0.6526 Remote Similarity NPC471531
0.6524 Remote Similarity NPC191863
0.6524 Remote Similarity NPC474366
0.6524 Remote Similarity NPC133470
0.6524 Remote Similarity NPC289776
0.6524 Remote Similarity NPC471304
0.6519 Remote Similarity NPC223873
0.6515 Remote Similarity NPC21425
0.6515 Remote Similarity NPC473815
0.6512 Remote Similarity NPC207428
0.6509 Remote Similarity NPC268223
0.6508 Remote Similarity NPC473502
0.6507 Remote Similarity NPC205926
0.6505 Remote Similarity NPC263709
0.6505 Remote Similarity NPC310403
0.6505 Remote Similarity NPC97380
0.6505 Remote Similarity NPC63210
0.6505 Remote Similarity NPC243673
0.6505 Remote Similarity NPC148468
0.65 Remote Similarity NPC22476
0.65 Remote Similarity NPC471762
0.65 Remote Similarity NPC1820
0.6495 Remote Similarity NPC244425

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC270301 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
0.7772 Intermediate Similarity NPD4515 Suspended
0.755 Intermediate Similarity NPD7559 Phase 2
0.75 Intermediate Similarity NPD1670 Discontinued
0.7473 Intermediate Similarity NPD5603 Clinical (unspecified phase)
0.7354 Intermediate Similarity NPD6608 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD5025 Approved
0.7314 Intermediate Similarity NPD824 Approved
0.731 Intermediate Similarity NPD3802 Phase 3
0.7305 Intermediate Similarity NPD743 Approved
0.7293 Intermediate Similarity NPD2680 Approved
0.7293 Intermediate Similarity NPD2681 Approved
0.7228 Intermediate Similarity NPD4493 Discontinued
0.7178 Intermediate Similarity NPD3893 Discontinued
0.717 Intermediate Similarity NPD6199 Discontinued
0.7158 Intermediate Similarity NPD5183 Approved
0.7158 Intermediate Similarity NPD5186 Approved
0.7108 Intermediate Similarity NPD4492 Approved
0.7108 Intermediate Similarity NPD3888 Discontinued
0.7108 Intermediate Similarity NPD4494 Approved
0.7104 Intermediate Similarity NPD2821 Approved
0.71 Intermediate Similarity NPD4456 Clinical (unspecified phase)
0.7098 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7094 Intermediate Similarity NPD5860 Discontinued
0.7092 Intermediate Similarity NPD5515 Phase 2
0.7079 Intermediate Similarity NPD4082 Approved
0.7074 Intermediate Similarity NPD6654 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD4455 Discontinued
0.7037 Intermediate Similarity NPD5192 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD4596 Phase 1
0.7015 Intermediate Similarity NPD4465 Phase 2
0.7015 Intermediate Similarity NPD4467 Phase 2
0.7 Intermediate Similarity NPD7071 Clinical (unspecified phase)
0.6995 Remote Similarity NPD3472 Approved
0.6995 Remote Similarity NPD2906 Approved
0.6995 Remote Similarity NPD2907 Approved
0.6995 Remote Similarity NPD4022 Approved
0.6971 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6961 Remote Similarity NPD5294 Clinical (unspecified phase)
0.6952 Remote Similarity NPD5433 Clinical (unspecified phase)
0.6942 Remote Similarity NPD7225 Discontinued
0.6935 Remote Similarity NPD6874 Approved
0.6927 Remote Similarity NPD4997 Clinical (unspecified phase)
0.6927 Remote Similarity NPD3372 Discontinued
0.6919 Remote Similarity NPD2247 Approved
0.6919 Remote Similarity NPD2249 Approved
0.6907 Remote Similarity NPD2792 Approved
0.6898 Remote Similarity NPD6894 Phase 1
0.6891 Remote Similarity NPD3154 Approved
0.6891 Remote Similarity NPD3153 Approved
0.6889 Remote Similarity NPD1337 Clinical (unspecified phase)
0.6881 Remote Similarity NPD6478 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6872 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6872 Remote Similarity NPD3783 Clinical (unspecified phase)
0.6866 Remote Similarity NPD3416 Discontinued
0.6853 Remote Similarity NPD4539 Phase 1
0.6839 Remote Similarity NPD3655 Clinical (unspecified phase)
0.6832 Remote Similarity NPD6795 Clinical (unspecified phase)
0.6831 Remote Similarity NPD7318 Phase 3
0.6823 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6806 Remote Similarity NPD7710 Clinical (unspecified phase)
0.68 Remote Similarity NPD5071 Phase 2
0.6796 Remote Similarity NPD2592 Discontinued
0.6786 Remote Similarity NPD5896 Clinical (unspecified phase)
0.6782 Remote Similarity NPD6321 Discontinued
0.6782 Remote Similarity NPD7566 Clinical (unspecified phase)
0.6776 Remote Similarity NPD6060 Clinical (unspecified phase)
0.6769 Remote Similarity NPD4084 Clinical (unspecified phase)
0.6758 Remote Similarity NPD2672 Discontinued
0.6758 Remote Similarity NPD6741 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6533 Clinical (unspecified phase)
0.6742 Remote Similarity NPD8157 Clinical (unspecified phase)
0.6731 Remote Similarity NPD1945 Phase 1
0.6731 Remote Similarity NPD6567 Clinical (unspecified phase)
0.6722 Remote Similarity NPD7131 Phase 3
0.6721 Remote Similarity NPD7317 Phase 3
0.672 Remote Similarity NPD5078 Clinical (unspecified phase)
0.6719 Remote Similarity NPD6293 Clinical (unspecified phase)
0.6714 Remote Similarity NPD3437 Discontinued
0.6714 Remote Similarity NPD7180 Phase 3
0.6712 Remote Similarity NPD7031 Phase 1
0.6703 Remote Similarity NPD1743 Approved
0.6703 Remote Similarity NPD1742 Approved
0.6703 Remote Similarity NPD3684 Discontinued
0.6703 Remote Similarity NPD19 Approved
0.6701 Remote Similarity NPD7546 Discontinued
0.6698 Remote Similarity NPD4429 Discontinued
0.6698 Remote Similarity NPD7542 Phase 3
0.6685 Remote Similarity NPD160 Clinical (unspecified phase)
0.6685 Remote Similarity NPD6884 Clinical (unspecified phase)
0.6683 Remote Similarity NPD5102 Clinical (unspecified phase)
0.6682 Remote Similarity NPD7560 Approved
0.6667 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4979 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5871 Discontinued
0.6667 Remote Similarity NPD7467 Discontinued
0.6667 Remote Similarity NPD956 Clinical (unspecified phase)
0.6651 Remote Similarity NPD683 Approved
0.665 Remote Similarity NPD1898 Discontinued
0.665 Remote Similarity NPD7291 Discontinued
0.665 Remote Similarity NPD3507 Phase 2
0.6636 Remote Similarity NPD7186 Phase 3
0.6634 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6631 Remote Similarity NPD4796 Discontinued
0.663 Remote Similarity NPD3812 Clinical (unspecified phase)
0.6622 Remote Similarity NPD3006 Discontinued
0.6622 Remote Similarity NPD7853 Phase 2
0.662 Remote Similarity NPD3912 Discontinued
0.6615 Remote Similarity NPD3965 Phase 1
0.6615 Remote Similarity NPD3793 Phase 3
0.6614 Remote Similarity NPD5847 Phase 1
0.6604 Remote Similarity NPD8149 Discontinued
0.6604 Remote Similarity NPD2433 Clinical (unspecified phase)
0.6601 Remote Similarity NPD7811 Phase 3
0.6601 Remote Similarity NPD7810 Phase 3
0.6598 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6597 Remote Similarity NPD7449 Clinical (unspecified phase)
0.6597 Remote Similarity NPD5966 Clinical (unspecified phase)
0.6597 Remote Similarity NPD6720 Clinical (unspecified phase)
0.6593 Remote Similarity NPD950 Clinical (unspecified phase)
0.6589 Remote Similarity NPD3258 Approved
0.6589 Remote Similarity NPD2899 Discontinued
0.6588 Remote Similarity NPD3945 Discontinued
0.6587 Remote Similarity NPD1421 Approved
0.6587 Remote Similarity NPD1420 Approved
0.6577 Remote Similarity NPD2951 Discontinued
0.6576 Remote Similarity NPD951 Approved
0.6576 Remote Similarity NPD4201 Clinical (unspecified phase)
0.6574 Remote Similarity NPD6824 Clinical (unspecified phase)
0.657 Remote Similarity NPD7174 Clinical (unspecified phase)
0.6569 Remote Similarity NPD7255 Clinical (unspecified phase)
0.6562 Remote Similarity NPD4020 Clinical (unspecified phase)
0.6561 Remote Similarity NPD3983 Phase 3
0.6561 Remote Similarity NPD3984 Clinical (unspecified phase)
0.6561 Remote Similarity NPD5262 Discontinued
0.6561 Remote Similarity NPD7126 Discontinued
0.6549 Remote Similarity NPD6716 Phase 1
0.6545 Remote Similarity NPD2248 Approved
0.6545 Remote Similarity NPD5022 Discontinued
0.6545 Remote Similarity NPD2246 Approved
0.6544 Remote Similarity NPD7547 Clinical (unspecified phase)
0.6544 Remote Similarity NPD7820 Phase 3
0.6541 Remote Similarity NPD7011 Discontinued
0.6541 Remote Similarity NPD1769 Discontinued
0.6538 Remote Similarity NPD5514 Discontinued
0.6538 Remote Similarity NPD5143 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7043 Discontinued
0.6537 Remote Similarity NPD6238 Discontinued
0.6536 Remote Similarity NPD6017 Discontinued
0.6531 Remote Similarity NPD7280 Phase 3
0.6531 Remote Similarity NPD4078 Clinical (unspecified phase)
0.6531 Remote Similarity NPD7281 Phase 3
0.6528 Remote Similarity NPD3050 Clinical (unspecified phase)
0.6528 Remote Similarity NPD7556 Discontinued
0.6524 Remote Similarity NPD3392 Approved
0.652 Remote Similarity NPD7565 Approved
0.6519 Remote Similarity NPD979 Approved
0.6515 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6514 Remote Similarity NPD7821 Clinical (unspecified phase)
0.6505 Remote Similarity NPD2779 Approved
0.6505 Remote Similarity NPD7316 Discontinued
0.6498 Remote Similarity NPD4049 Phase 2
0.6497 Remote Similarity NPD6021 Clinical (unspecified phase)
0.6492 Remote Similarity NPD4083 Discontinued
0.6489 Remote Similarity NPD1309 Phase 2
0.6489 Remote Similarity NPD1307 Phase 2
0.6486 Remote Similarity NPD2366 Approved
0.6485 Remote Similarity NPD3473 Clinical (unspecified phase)
0.648 Remote Similarity NPD5481 Discontinued
0.6479 Remote Similarity NPD5293 Phase 2
0.6477 Remote Similarity NPD6645 Clinical (unspecified phase)
0.6477 Remote Similarity NPD2822 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5967 Approved
0.6462 Remote Similarity NPD6297 Approved
0.6458 Remote Similarity NPD6607 Clinical (unspecified phase)
0.6455 Remote Similarity NPD7268 Clinical (unspecified phase)
0.6455 Remote Similarity NPD3259 Approved
0.645 Remote Similarity NPD4259 Approved
0.645 Remote Similarity NPD4258 Approved
0.6449 Remote Similarity NPD7475 Clinical (unspecified phase)
0.6444 Remote Similarity NPD4958 Clinical (unspecified phase)
0.6444 Remote Similarity NPD4368 Phase 2
0.6444 Remote Similarity NPD3692 Discontinued
0.6441 Remote Similarity NPD3442 Approved
0.6441 Remote Similarity NPD3441 Approved
0.6438 Remote Similarity NPD8463 Approved
0.6438 Remote Similarity NPD6247 Clinical (unspecified phase)
0.6437 Remote Similarity NPD1393 Approved
0.6436 Remote Similarity NPD4466 Phase 1
0.6436 Remote Similarity NPD3631 Phase 3
0.6429 Remote Similarity NPD6104 Discontinued
0.6429 Remote Similarity NPD4154 Approved
0.6429 Remote Similarity NPD6593 Clinical (unspecified phase)
0.6425 Remote Similarity NPD6860 Clinical (unspecified phase)
0.6422 Remote Similarity NPD2285 Clinical (unspecified phase)
0.6422 Remote Similarity NPD7238 Clinical (unspecified phase)
0.6418 Remote Similarity NPD5042 Phase 1
0.6417 Remote Similarity NPD6737 Phase 2
0.6417 Remote Similarity NPD6738 Phase 2
0.6415 Remote Similarity NPD5416 Discontinued

Structure

External Identifiers

PubChem CID   90669959
ChEMBL   CHEMBL3233164
ZINC  

Physicochemical Properties

Molecular Weight:  272.12
ALogP:  -0.1396
MLogP:  2.56
XLogP:  1.529
# Rotatable Bonds:  4
Polar Surface Area:  62.13
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  20

Download Data

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Biological Activities  
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