Natural Product: NPC43219

Natural Product ID:  NPC43219
Common Name:   Emericellamide A
IUPAC Name:   (3S,6S,9S,12S,18R,19R)-3,6,18-trimethyl-9-(2-methylpropyl)-19-[(2S)-octan-2-yl]-12-propan-2-yl-1-oxa-4,7,10,13,16-pentazacyclononadecane-2,5,8,11,14,17-hexone
Synonyms:  
Molecular Formula:   C31H55N5O7
Standard InCHIKey:  QURRTAYEASAREY-OOVPVTRWSA-N
Standard InCHI:  InChI=1S/C31H55N5O7/c1-10-11-12-13-14-19(6)26-20(7)27(38)32-16-24(37)36-25(18(4)5)30(41)35-23(15-17(2)3)29(40)33-21(8)28(39)34-22(9)31(42)43-26/h17-23,25-26H,10-16H2,1-9H3,(H,32,38)(H,33,40)(H,34,39)(H,35,41)(H,36,37)/t19-,20+,21-,22-,23-,25-,26+/m0/s1
Canonical SMILES:  CCCCCC[C@@H]([C@H]1OC(=O)[C@H](C)N=C(O)[C@H](C)N=C(O)[C@@H](N=C([C@@H](N=C(CN=C([C@@H]1C)O)O)C(C)C)O)CC(C)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   BGC0001290 ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33058 emericella sp. Species Aspergillaceae Eukaryota PMID[17323993]
NPO15076 Salinispora arenicola Species Micromonosporaceae Bacteria PMID[17323993]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 23000 nM 16448174
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 3800 nM 10.6019/CHEMBL1201861

  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 NPC43219 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
0.9853 High Similarity NPC86064
0.9265 High Similarity NPC478256
0.8354 Intermediate Similarity NPC227051
0.831 Intermediate Similarity NPC474299
0.831 Intermediate Similarity NPC473985
0.831 Intermediate Similarity NPC474298
0.831 Intermediate Similarity NPC475808
0.831 Intermediate Similarity NPC28348
0.8228 Intermediate Similarity NPC155670
0.8228 Intermediate Similarity NPC95478
0.8228 Intermediate Similarity NPC145748
0.8072 Intermediate Similarity NPC477729
0.7973 Intermediate Similarity NPC474403
0.7927 Intermediate Similarity NPC477728
0.7922 Intermediate Similarity NPC316242
0.7867 Intermediate Similarity NPC138435
0.7821 Intermediate Similarity NPC315535
0.7821 Intermediate Similarity NPC315131
0.7821 Intermediate Similarity NPC478017
0.7733 Intermediate Similarity NPC141325
0.7703 Intermediate Similarity NPC476291
0.7703 Intermediate Similarity NPC476285
0.7671 Intermediate Similarity NPC470110
0.7662 Intermediate Similarity NPC476130
0.7662 Intermediate Similarity NPC476324
0.7654 Intermediate Similarity NPC477730
0.7534 Intermediate Similarity NPC470109
0.7439 Intermediate Similarity NPC47135
0.7403 Intermediate Similarity NPC476248
0.7397 Intermediate Similarity NPC470108
0.7375 Intermediate Similarity NPC473984
0.7363 Intermediate Similarity NPC220234
0.7333 Intermediate Similarity NPC472579
0.7333 Intermediate Similarity NPC314273
0.7333 Intermediate Similarity NPC193280
0.72 Intermediate Similarity NPC195165
0.7143 Intermediate Similarity NPC477200
0.7125 Intermediate Similarity NPC472594
0.7089 Intermediate Similarity NPC472595
0.7083 Intermediate Similarity NPC477644
0.7079 Intermediate Similarity NPC270005
0.7079 Intermediate Similarity NPC208537
0.7051 Intermediate Similarity NPC477641
0.7051 Intermediate Similarity NPC320865
0.7051 Intermediate Similarity NPC477643
0.7024 Intermediate Similarity NPC474312
0.7013 Intermediate Similarity NPC477642
0.6988 Remote Similarity NPC314466
0.6947 Remote Similarity NPC124554
0.6947 Remote Similarity NPC5864
0.6947 Remote Similarity NPC301148
0.6933 Remote Similarity NPC474402
0.6901 Remote Similarity NPC472578
0.6883 Remote Similarity NPC474812
0.6866 Remote Similarity NPC329181
0.6866 Remote Similarity NPC319110
0.6812 Remote Similarity NPC270041
0.6804 Remote Similarity NPC124549
0.6742 Remote Similarity NPC193386
0.6739 Remote Similarity NPC470283
0.6716 Remote Similarity NPC80350
0.6712 Remote Similarity NPC329564
0.6712 Remote Similarity NPC327170
0.6703 Remote Similarity NPC315237
0.6701 Remote Similarity NPC198344
0.6667 Remote Similarity NPC476523
0.6667 Remote Similarity NPC145658
0.6627 Remote Similarity NPC37681
0.66 Remote Similarity NPC171734
0.66 Remote Similarity NPC67009
0.6575 Remote Similarity NPC316826
0.6575 Remote Similarity NPC321468
0.6575 Remote Similarity NPC473599
0.6575 Remote Similarity NPC317143
0.6575 Remote Similarity NPC327748
0.6552 Remote Similarity NPC320936
0.6552 Remote Similarity NPC323180
0.6548 Remote Similarity NPC474833
0.6533 Remote Similarity NPC145627
0.6528 Remote Similarity NPC317147
0.6528 Remote Similarity NPC318260
0.6522 Remote Similarity NPC173763
0.6522 Remote Similarity NPC62263
0.6522 Remote Similarity NPC322946
0.6522 Remote Similarity NPC471098
0.6486 Remote Similarity NPC471129
0.6484 Remote Similarity NPC475801
0.6484 Remote Similarity NPC474593
0.6477 Remote Similarity NPC175419
0.6452 Remote Similarity NPC226513
0.6413 Remote Similarity NPC474576
0.6381 Remote Similarity NPC471645
0.6374 Remote Similarity NPC322966
0.6374 Remote Similarity NPC470284
0.6333 Remote Similarity NPC171698
0.6333 Remote Similarity NPC321340
0.6333 Remote Similarity NPC270957
0.6333 Remote Similarity NPC323958
0.6333 Remote Similarity NPC119633
0.6322 Remote Similarity NPC246005
0.6279 Remote Similarity NPC474702
0.6267 Remote Similarity NPC470363
0.6238 Remote Similarity NPC475918
0.6197 Remote Similarity NPC137327
0.6176 Remote Similarity NPC319709
0.6176 Remote Similarity NPC289484
0.6139 Remote Similarity NPC205176
0.6139 Remote Similarity NPC323720
0.6133 Remote Similarity NPC254541
0.6133 Remote Similarity NPC320598
0.6129 Remote Similarity NPC159369
0.6129 Remote Similarity NPC39290
0.6118 Remote Similarity NPC330017
0.6111 Remote Similarity NPC477199
0.6111 Remote Similarity NPC321118
0.6111 Remote Similarity NPC316889
0.6091 Remote Similarity NPC310467
0.6082 Remote Similarity NPC47076
0.6082 Remote Similarity NPC134504
0.6076 Remote Similarity NPC326651
0.6076 Remote Similarity NPC325117
0.6076 Remote Similarity NPC322319
0.6064 Remote Similarity NPC476019
0.6064 Remote Similarity NPC477538
0.6047 Remote Similarity NPC473741
0.6047 Remote Similarity NPC477145
0.6027 Remote Similarity NPC471917
0.6024 Remote Similarity NPC55274
0.6024 Remote Similarity NPC315897
0.6 Remote Similarity NPC169328
0.6 Remote Similarity NPC189301
0.6 Remote Similarity NPC477237
0.6 Remote Similarity NPC176164
0.598 Remote Similarity NPC14537
0.598 Remote Similarity NPC74035
0.5977 Remote Similarity NPC469492
0.5963 Remote Similarity NPC201968
0.596 Remote Similarity NPC475440
0.5955 Remote Similarity NPC84128
0.5955 Remote Similarity NPC53858
0.5952 Remote Similarity NPC178919
0.5952 Remote Similarity NPC263281
0.5949 Remote Similarity NPC314103
0.5943 Remote Similarity NPC476875
0.5922 Remote Similarity NPC473252
0.5921 Remote Similarity NPC321536
0.5918 Remote Similarity NPC313821
0.5909 Remote Similarity NPC469517
0.5905 Remote Similarity NPC329305
0.5893 Remote Similarity NPC477238
0.5875 Remote Similarity NPC238646
0.5875 Remote Similarity NPC476330
0.5862 Remote Similarity NPC191774
0.5857 Remote Similarity NPC87359
0.5857 Remote Similarity NPC180402
0.5851 Remote Similarity NPC292345
0.5843 Remote Similarity NPC476302
0.5841 Remote Similarity NPC45777
0.5841 Remote Similarity NPC477061
0.5833 Remote Similarity NPC273814
0.5833 Remote Similarity NPC63191
0.5833 Remote Similarity NPC471202
0.5824 Remote Similarity NPC472351
0.5823 Remote Similarity NPC316674
0.5823 Remote Similarity NPC474552
0.5811 Remote Similarity NPC322573
0.581 Remote Similarity NPC15413
0.5804 Remote Similarity NPC237420
0.58 Remote Similarity NPC234542
0.58 Remote Similarity NPC475758
0.5789 Remote Similarity NPC328447
0.5784 Remote Similarity NPC475149
0.5784 Remote Similarity NPC471097
0.5784 Remote Similarity NPC477198
0.5783 Remote Similarity NPC45060
0.5783 Remote Similarity NPC280065
0.578 Remote Similarity NPC50694
0.578 Remote Similarity NPC472536
0.578 Remote Similarity NPC103391
0.5775 Remote Similarity NPC328378
0.5769 Remote Similarity NPC258130
0.5769 Remote Similarity NPC475637
0.5769 Remote Similarity NPC36497
0.5761 Remote Similarity NPC277918
0.5758 Remote Similarity NPC189629
0.5758 Remote Similarity NPC473597
0.5758 Remote Similarity NPC475503
0.5758 Remote Similarity NPC123141
0.5753 Remote Similarity NPC123814
0.5753 Remote Similarity NPC474322
0.575 Remote Similarity NPC41429
0.5743 Remote Similarity NPC475791
0.5743 Remote Similarity NPC13175
0.5743 Remote Similarity NPC473224
0.5732 Remote Similarity NPC469925
0.5732 Remote Similarity NPC10716
0.573 Remote Similarity NPC476137
0.573 Remote Similarity NPC476156
0.573 Remote Similarity NPC216090
0.573 Remote Similarity NPC476117

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC43219 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
0.831 Intermediate Similarity NPD3724 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD7917 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD7918 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD2263 Discontinued
0.7439 Intermediate Similarity NPD7345 Approved
0.7108 Intermediate Similarity NPD1448 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD2256 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD3187 Discontinued
0.6914 Remote Similarity NPD2689 Clinical (unspecified phase)
0.679 Remote Similarity NPD1453 Phase 1
0.6627 Remote Similarity NPD3160 Suspended
0.6625 Remote Similarity NPD6944 Clinical (unspecified phase)
0.6559 Remote Similarity NPD8394 Approved
0.6556 Remote Similarity NPD4264 Clinical (unspecified phase)
0.6522 Remote Similarity NPD9441 Phase 2
0.6452 Remote Similarity NPD5781 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8144 Approved
0.6429 Remote Similarity NPD8143 Approved
0.6404 Remote Similarity NPD3723 Clinical (unspecified phase)
0.6386 Remote Similarity NPD2257 Approved
0.6364 Remote Similarity NPD1831 Phase 3
0.6316 Remote Similarity NPD7844 Discontinued
0.6214 Remote Similarity NPD6413 Approved
0.6176 Remote Similarity NPD3211 Approved
0.6173 Remote Similarity NPD2694 Approved
0.6173 Remote Similarity NPD2697 Approved
0.6173 Remote Similarity NPD2696 Approved
0.6173 Remote Similarity NPD2695 Approved
0.6129 Remote Similarity NPD3716 Discontinued
0.6111 Remote Similarity NPD9419 Clinical (unspecified phase)
0.6087 Remote Similarity NPD4759 Clinical (unspecified phase)
0.6058 Remote Similarity NPD8305 Approved
0.6058 Remote Similarity NPD8306 Approved
0.6056 Remote Similarity NPD7348 Clinical (unspecified phase)
0.6029 Remote Similarity NPD1152 Phase 2
0.6027 Remote Similarity NPD1830 Clinical (unspecified phase)
0.6026 Remote Similarity NPD364 Discontinued
0.6024 Remote Similarity NPD1825 Clinical (unspecified phase)
0.6024 Remote Similarity NPD1147 Phase 2
0.6 Remote Similarity NPD6699 Clinical (unspecified phase)
0.6 Remote Similarity NPD5380 Approved
0.6 Remote Similarity NPD3733 Clinical (unspecified phase)
0.6 Remote Similarity NPD6421 Discontinued
0.5976 Remote Similarity NPD3725 Approved
0.5976 Remote Similarity NPD3726 Approved
0.5942 Remote Similarity NPD379 Clinical (unspecified phase)
0.5926 Remote Similarity NPD7916 Approved
0.5926 Remote Similarity NPD7915 Approved
0.5918 Remote Similarity NPD3190 Approved
0.5918 Remote Similarity NPD3191 Approved
0.5918 Remote Similarity NPD4228 Discovery
0.5918 Remote Similarity NPD6428 Approved
0.5918 Remote Similarity NPD3189 Approved
0.5909 Remote Similarity NPD5354 Approved
0.59 Remote Similarity NPD8418 Phase 2
0.5895 Remote Similarity NPD6094 Approved
0.5895 Remote Similarity NPD6095 Approved
0.5889 Remote Similarity NPD4829 Discontinued
0.5862 Remote Similarity NPD4278 Clinical (unspecified phase)
0.5854 Remote Similarity NPD1815 Discontinued
0.5851 Remote Similarity NPD618 Clinical (unspecified phase)
0.5833 Remote Similarity NPD8298 Phase 2
0.5811 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5789 Remote Similarity NPD9433 Approved
0.5789 Remote Similarity NPD9661 Approved
0.5769 Remote Similarity NPD574 Approved
0.5753 Remote Similarity NPD3215 Phase 1
0.5729 Remote Similarity NPD4780 Clinical (unspecified phase)
0.5728 Remote Similarity NPD8275 Approved
0.5728 Remote Similarity NPD8276 Approved
0.5714 Remote Similarity NPD7643 Phase 1
0.5714 Remote Similarity NPD573 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8175 Discontinued
0.57 Remote Similarity NPD3714 Approved
0.57 Remote Similarity NPD3715 Approved
0.57 Remote Similarity NPD3713 Approved
0.5696 Remote Similarity NPD9676 Phase 3
0.5696 Remote Similarity NPD575 Clinical (unspecified phase)
0.5663 Remote Similarity NPD7840 Approved
0.5663 Remote Similarity NPD4242 Approved
0.566 Remote Similarity NPD8174 Phase 2
0.5641 Remote Similarity NPD3198 Approved
0.5631 Remote Similarity NPD3184 Approved
0.5631 Remote Similarity NPD3185 Approved
0.5631 Remote Similarity NPD8083 Approved
0.5631 Remote Similarity NPD3182 Approved
0.5631 Remote Similarity NPD8084 Approved
0.5631 Remote Similarity NPD8138 Approved
0.5631 Remote Similarity NPD8082 Approved
0.5631 Remote Similarity NPD3183 Approved
0.5631 Remote Similarity NPD8086 Approved
0.5631 Remote Similarity NPD8085 Approved
0.5631 Remote Similarity NPD8139 Approved
0.5619 Remote Similarity NPD8393 Approved
0.561 Remote Similarity NPD1429 Clinical (unspecified phase)
0.5607 Remote Similarity NPD6941 Approved
0.56 Remote Similarity NPD4276 Approved
0.56 Remote Similarity NPD4277 Approved
0.56 Remote Similarity NPD3730 Approved
0.56 Remote Similarity NPD3728 Approved

Structure

External Identifiers

PubChem CID   16216151
ChEMBL   CHEMBL225269
ZINC  

Physicochemical Properties

Molecular Weight:  609.41
ALogP:  -0.2926
MLogP:  3.55
XLogP:  4.96
# Rotatable Bonds:  23
Polar Surface Area:  189.25
# H-Bond Aceptor:  12
# H-Bond Donor:  5
# Rings:  1
# Heavy Atoms:  43

Download Data

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